CN104867702A - Preparation method of anthraquinone-molecule non-covalent modified graphene/conductive polymer composite - Google Patents
Preparation method of anthraquinone-molecule non-covalent modified graphene/conductive polymer composite Download PDFInfo
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- CN104867702A CN104867702A CN201510218295.4A CN201510218295A CN104867702A CN 104867702 A CN104867702 A CN 104867702A CN 201510218295 A CN201510218295 A CN 201510218295A CN 104867702 A CN104867702 A CN 104867702A
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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
- H01G11/84—Processes for the manufacture of hybrid or EDL capacitors, or components thereof
- H01G11/86—Processes for the manufacture of hybrid or EDL capacitors, or components thereof specially adapted for electrodes
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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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- 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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- 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 invention discloses a preparation method of an anthraquinone-molecule non-covalent modified graphene/conductive polymer composite. The method comprises the steps of dissolving an anthraquinone derivative in a graphene oxide solution, performing stirring and ultrasonic dispersion, adding a conductive polymer monomer to the solution, performing stirring, ultrasonic dispersion and uniform mixing, and performing stirring and a reaction under a heating condition to prepare the anthraquinone-molecule non-covalent modified graphene/conductive polymer composite. According to the method, an anthraquinone molecule is anchored on the surface of graphene oxide by utilizing hydrogen-bond interaction and pi-pi interaction between the anthraquinone molecule and graphene oxide, an oxygen-containing functional group on the surface of graphene oxide serves as an oxidant, the monomer is oxidized into a conductive polymer, and graphene oxide is reduced into graphene, so that the prepared composite represents high conductivity and stability and can serve as a potential electrode material of a supercapacitor.
Description
Technical field
The present invention relates to the preparation method of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite, belong to electrode of super capacitor Material Field.
Background technology
Anthraquinone and derivative thereof contain the quinonyl group of aromatic ring structure and good oxidation reduction characteristic, can from plant extracting directly, have good electro-chemical activity, its good electronics and proton ability to accept make it in electrode material for super capacitor, obtain extensive research.Anthraquinone covalently or non-covalently modifies the material with carbon element of such as carbon fiber, active carbon, carbon nano-tube and Graphene etc., and compared with the material with carbon element of unmodified, its energy density can obtain and significantly improve.With electric active molecule is directly added electrolyte to compared with the ratio capacitance improving material with carbon element, anthraquinone-modified carbon electrode material can obtain better stability and dispersive property.
Graphene is by a kind of carbonaceous new material of monolayer carbon atom tightly packed one-tenth bi-dimensional cellular shape crystal structure, there is such as low production cost, the advantages such as high-specific surface area, good mechanical property and superior electric conductivity, these superior characteristics make Graphene become the preferred material of the electrode of super capacitor of alternative carbon nano-tube.The conduction of Graphene and conducting polymer conjugated structure can be utilized to act synergistically Graphene and conducting polymer are compounded to form grapheme/electroconductive polymer composite, improve electric conductivity, while again can the enhancing of implementation structure.Graphene/ conductive polymer combination electrode material is as the representative of electric double layer/pseudo-capacitance combination electrode material, and advantage both inheriting, material is nanoscale, and specific surface is high, has flourishing pore structure and conductive network.Therefore conducting polymer/graphene combination electrode material becomes study hotspot in recent years.
The research of conducting polymer/graphene combination electrode material has possessed good basis [Meng YN, Wang K, Zhang YJ, Wei ZX. Hierarchical porous graphene/polyaniline composite film with superior rate performance for flexible supercapacitors. Adv. Mater., 2103, 25:6985-6990.Kumar NA, Choi HJ, Shin YR, Chang DW, Dai LM, Baek JB. Polyanline-grafted reduced graphene oxide for efficient electrochemical supercapacitors. ACS Nano, 2012, 6:1715-1723. Zhao Y, Liu J, Hu Y, Cheng HH, Hu CG, Jiang CC, et al. Highly compression-tolerant supercapacitor based on polypyrrole-mediated graphene foam electrodes. Adv. Mater., 2013, 25:591-595.], but because the pi-pi accumulation effect between Graphene and conducting polymer causes the effective ratio area of composite material less, the principal element that problem is still its electrochemical capacitance characteristic of restriction is piled up in graphene film face, face in the composite.
Summary of the invention
In order to overcome the above problems, the object of the invention is anthraquinone derivatives to introduce graphene/ conductive polymer compound system, effectively solve graphene film face, face in the composite and piling up problem.Using this anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite as the positive pole of ultracapacitor and negative pole, positive pole can utilize the oxidizing potential of conducting polymer (can reach 0.8V) under fully oxidized state, negative pole can utilize the reduction potential of anthraquinone derivative (can reach-0.9V) under abundant reduction-state, the operating voltage of this super capacitor system can be widened to 1.7V in theory, and the energy density of combination electrode material can effectively improve.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:
A preparation method for anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite, step is as follows:
(1) be dissolved in graphene oxide solution by anthraquinone derivatives, stir and utilize ultrasonic wave to disperse to form solution, the concentration of graphene oxide is 0.01-0.5mg/mL.Described anthraquinone derivatives is: anthraquinone-1-sulfonic acid sodium, anthraquinone-2-sodium, acid blue 25, anthraquinone-2,6-disulfonate, anthraquinone-2-carboxylic acid or anthraquinone-2,3-dicarboxylic acids;
(2) added in above-mentioned dispersion liquid by conducting polymer monomer, stir and utilize ultrasonic wave to disperse forming reactions system, the mol ratio of conducting polymer monomer and anthraquinone molecular is 5:1-1:5; The concentration of conducting polymer monomer is 0.01M-0.1M.Described conducting polymer monomer is pyrroles, aniline, 3,4-ethylene dioxythiophene;
(3) above-mentioned reaction system is carried out stirring reaction 6-48h at 30-120 DEG C, obtain product;
(4) the product deionized water obtained is cleaned repeatedly, and in 60 DEG C of vacuum drying chamber inner drying 24h, obtain anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite.
Good effect of the present invention is as follows:
1, functionalization graphene original position is introduced in conducting polymer by the present invention, with improve combination electrode material ion/electron transmission ability, widen potential window, improve energy density further; By Anthraquinones electric active molecule non-covalent modification to graphenic surface, Graphene good oxidation reducing activity can be given on the one hand with dispersed; On the other hand, there is p-π and π-pi-conjugated between Anthraquinones electric active molecule and Graphene and make effect, be conducive to the maintenance of Graphene conductivity, at home and abroad in document, there is not been reported.
2, the present invention utilizes the oxygen-containing functional group of surface of graphene oxide as oxidant, monomer is oxidized to conducting polymer, simultaneous oxidation Graphene itself is reduced Graphene, the anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite of preparation shows higher conductivity and stability, has a wide range of applications as electrode material for super capacitor.
3, the present invention adopts one-step method in-situ polymerization, and equipment is simple, processing ease, easily expands large-scale production.
Accompanying drawing explanation
fig. 1for the SEM photo of anthraquinone-1-sulfonic acid sodium non-covalent modification Graphene/Pt/Polypyrrole composite material prepared by the embodiment of the present invention 1, adopt JSM-5610 type ESEM (Japanese JEOL company) to test, sample is gold,platinized before testing.From SEM image, composite material presents the micro-structural that nano bar-shape polypyrrole (as shown in Fig. 1 square frame) is connected with graphene sheet layer (as shown in circle), and nano bar-shape polypyrrole is of a size of 50-100nm, and lamella is of a size of 0.5-2 μm.
fig. 2.for the cyclic voltammetry curve (electrolyte: 1M H of anthraquinone-1-sulfonic acid sodium non-covalent modification Graphene/Pt/Polypyrrole composite material prepared by the embodiment of the present invention 1
2sO
4, sweep speed=10mV/s).As seen from Figure 2, the CV curve of anthraquinone-1-sulfonic acid sodium non-covalent modification Graphene/Pt/Polypyrrole composite material prepared by embodiment 1, can find that the redox peak shape of anthraquinone functional group is close to rectangle, shows desirable electrochemical capacitance characteristic.
fig. 3.for the embodiment of the present invention 1 prepare the charging and discharging curve (electrolyte: 1M H of anthraquinone-1-sulfonic acid sodium non-covalent modification Graphene/Pt/Polypyrrole composite material
2sO
4, current density=1A/g).As can be seen from Figure 3, the ratio capacitance of composite material that prepared by embodiment 1 can basis:
calculate
,wherein C
mfor ratio capacitance, I is discharging current, and △ t is discharge time, and m is the quality of active material, and △ V is the voltage drop in discharge process, and the ratio capacitance calculating composite material prepared by embodiment 1 then can reach 251F/g.
Embodiment
Below by way of specific embodiment, foregoing of the present invention is described in further detail.But this should be interpreted as content of the present invention is only limitted to following example.
The preparation method of embodiment 1 one kinds of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composites, step is as follows:
(1) by 1.5513g(5mmol) ((preparation method is see Hummers W S to be dissolved in 100mL 0.01mg/mL graphene oxide solution for anthraquinone-1-sulfonic acid sodium (purchased from Shanghai Industrial Co., Ltd. in the future); Offeman R E. Preparation of graphite oxide. J Am Chem Soc; 1958; 80:1339)); stir and utilize ultrasonic wave to disperse to form solution, for subsequent use;
(2) by 67 μ L(1mmol) pyrrole monomer (purchased from Aldrich) adds in above-mentioned dispersion liquid, stirs and utilizes ultrasonic wave to disperse forming reactions system, for subsequent use;
(3) above-mentioned reaction system is carried out stirring reaction 48h at 30 DEG C, obtain product;
(4) the product deionized water obtained is cleaned repeatedly, and in vacuum drying chamber 60 DEG C of dry 24h, obtain anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite.
The preparation method of embodiment 2. 1 kinds of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composites, its place different from embodiment 1 is that the concentration of graphene oxide becomes 0.4mg/mL, 1.5513g(5mmol) anthraquinone-1-sulfonic acid sodium becomes 4.6539g(15mmol) anthraquinone-2-sodium, 67 μ L(1mmol) pyrrole monomer becomes 450 μ L(5mmol) aniline monomer, carry out stirring reaction 48h at 30 DEG C and become 60 DEG C of reaction 36h.
The preparation method of embodiment 3. 1 kinds of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composites, its place different from embodiment 1 is that the concentration of graphene oxide becomes 0.2mg/mL, 1.5513g(5mmol) anthraquinone-1-sulfonic acid sodium becomes 1.6655g(4mmol) acid blue 25,67 μ L(1mmol) pyrrole monomer becomes 220 μ L(2mmol) 3,4-ethylenedioxy thiophene, carries out stirring reaction 48h and becomes 90 DEG C of reaction 24h at 30 DEG C.
The preparation method of embodiment 4. 1 kinds of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composites, its place different from embodiment 1 is that the concentration of graphene oxide becomes 0.1mg/mL, 1.5513g(5mmol) anthraquinone-1-sulfonic acid sodium becomes 1.4733g(4mmol) anthraquinone-2,6-disulfonate, 67 μ L(1mmol) pyrrole monomer becomes 360 μ L(4mmol) aniline monomer, carry out stirring reaction 48h at 30 DEG C and become 100 DEG C of reaction 18h.
The preparation method of embodiment 5. 1 kinds of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composites, its place different from embodiment 1 is that the concentration of graphene oxide becomes 0.05mg/mL, 1.5513g(5mmol) anthraquinone-1-sulfonic acid sodium becomes 1.0088g(4mmol) anthraquinone-2-carboxylic acid, 67 μ L(1mmol) pyrrole monomer becomes 880 μ L(8mmol) 3,4-ethylenedioxy thiophene, carries out stirring reaction 48h and becomes 120 DEG C of reaction 48h at 30 DEG C.
The preparation method of embodiment 6. 1 kinds of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composites, its place different from embodiment 1 is that the concentration of graphene oxide becomes 0.5mg/mL, 1.5513g(5mmol) anthraquinone-1-sulfonic acid sodium becomes 0.5044g(2mmol) anthraquinone-2-carboxylic acid, the volume of pyrrole monomer becomes 670 μ L(10mmol), carry out stirring reaction 48h at 30 DEG C and become 120 DEG C of reaction 6h.
The performance parameter that embodiment 1-6 prepares composite material is as shown in table 1, and wherein reference examples is grapheme/electroconductive polymer composite.
Table 1
Claims (6)
1. a preparation method for anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite, is characterized in that step is as follows:
(1) anthraquinone derivatives is dissolved in graphene oxide solution, stirs and utilize ultrasonic wave to disperse to form solution, for subsequent use;
(2) conducting polymer monomer is added in above-mentioned solution, stir and utilize ultrasonic wave to disperse forming reactions system, for subsequent use;
(3) above-mentioned reaction system is carried out stirring reaction 6-48h at 30-120 DEG C, obtain product;
(4) the product deionized water obtained is cleaned repeatedly, and in vacuum drying chamber inner drying, obtain anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite.
2. the preparation method of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite according to claim 1, it is characterized in that the anthraquinone derivatives that has described in step (1) is anthraquinone-1-sulfonic acid sodium, anthraquinone-2-sodium, acid blue 25, anthraquinone-2,6-disulfonate, the one in anthraquinone-2-carboxylic acid or anthraquinone-2,3-dicarboxylic acids.
3. the preparation method of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite according to claim 1, it is characterized in that the conducting polymer monomer adopted in step (2) can be aniline, one in pyrroles or 3,4-ethylene dioxythiophene.
4. the preparation method of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite according to claim 1, is characterized in that the concentration of graphene oxide solution in step (1) is 0.01-0.5mg/mL.
5. the preparation method of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite according to claim 1, is characterized in that the mol ratio of conducting polymer monomer and anthraquinone molecular in step (2) is 5:1-1:5; The concentration of conducting polymer monomer is 0.01M-0.1M.
6. the preparation method of anthraquinone molecular non-covalent modification grapheme/electroconductive polymer composite according to claim 1, it is characterized in that the bake out temperature of step (4) is 60 DEG C, drying time is 24h.
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| CN107275601A (en) * | 2017-06-02 | 2017-10-20 | 电子科技大学 | The purposes of aromatic series hyperconjugation dicarboxylate and its graphene composite material |
| CN109019596A (en) * | 2018-07-16 | 2018-12-18 | 西北师范大学 | The preparation and application of one organic molecular species non-covalent bond functionalization biomass carbon material |
| CN109603906A (en) * | 2019-01-15 | 2019-04-12 | 安徽大学 | A kind of anthraquinone-2-sodium/graphene oxide composite photo-catalysis bactericide and its preparation method and application |
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