CN111403736A - Anthraquinone-2-copper carboxylate/graphene nano-composite and preparation and application thereof - Google Patents
Anthraquinone-2-copper carboxylate/graphene nano-composite and preparation and application thereof Download PDFInfo
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Abstract
The invention belongs to the field of lithium ion battery materials, and discloses an anthraquinone-2-copper carboxylate/graphene nano composite, and preparation and application thereof. Adding anthraquinone-2-carboxylic acid into a solvent, stirring and dissolving uniformly, then dropwise adding a copper nitrate solution, stirring and refluxing for reaction to obtain CuAQC; grinding CuAQC, dispersing the ground CuAQC and graphene into a solvent, and then sequentially performing ball milling and ultrasonic treatment to obtain a uniform mixed dispersion liquid; and finally, carrying out forced air drying and coprecipitation to obtain the anthraquinone-2-copper carboxylate/graphene nano composite. The method adopts simple ball milling and forced air drying coprecipitation to compound the anthraquinone-2-copper carboxylate complex with the graphene, and the obtained complex has a characteristic structure that the rod-shaped anthraquinone-2-copper carboxylate complex is coated by the graphene. The electrochemical performance of the material as the anode material of the lithium ion battery is excellent.
Description
Technical Field
The invention belongs to the field of lithium ion battery materials, and particularly relates to an anthraquinone-2-copper carboxylate/graphene nano composite, and preparation and application thereof.
Background
Limited by mineral resources and environmental pollution issues, it is urgently needed in the market to produce a renewable and sustainable lithium ion battery electrode material. The organic material has the characteristics of low cost, degradability, reproducibility, environmental friendliness, higher theoretical capacity, structural diversity, safety and the like, and is always the focus of attention of researchers of lithium ion electrode materials in recent years.
The anthraquinone-2-carboxylic acid has strong carboxyl coordination capability, and has stronger controllability due to the formation of a rigid organic framework by three aromatic rings compared with fatty acid ligands (the porosity is reduced due to the collapse of a pore channel caused by the cross of the fatty acid chains in three-dimensional space) in the preparation process, so that the stability of the carboxylic acid salt is improved, the carboxylic acid salt is coordinated with Cu to form a metal organic framework Material (MOFs), the metal organic framework material not only can effectively inhibit the dissolution of the organic ligands in an organic solvent, but also can generate valence change during the charging and discharging process to achieve the effect of improving the specific capacity of the material, so that the theoretical specific capacity of the anthraquinone-2-carboxylic acid copper salt complex is close to 236mA H/g, the anthraquinone-2-carboxylic acid copper salt complex has lower solubility and better cycle performance, and is a promising organic anode material, however, like all other organic Materials, the anthraquinone-2-carboxylic acid copper salt complex has the problem of poor conductivity ([1] Shimizu A, Kuramoto H, Tsujii Y, et al. introduction of Two L. lithium Batteries, lithium ion.
Thus, compounding the anthraquinone-2-copper carboxylate complex with Graphene can effectively improve the electrical conductivity and electrochemical properties of the electrode material by utilizing the large specific surface area, certain mechanical strength, excellent electrical conductivity of Graphene sheet structure and the lithium storage capacity of Graphene itself ([3] Zhang Z, Yoshikawa H, Awaga K. monitoring the lithium-state electrochemistry of Cu (2,7-AQDC) (DC AQ. anti-hydrolysis reagent) in a graphite substrate, which is easy to prepare the Composite material by the chemical synthesis of Graphene J, mechanical Chemistry J1224J, chemical Chemistry J, J-Chemistry, J-11, J-12, J-4, J-M, J-11, J-9, J, K.
Disclosure of Invention
Aiming at the defects and shortcomings of the prior art, the invention aims to provide a preparation method of an anthraquinone-2-copper carboxylate/graphene nano composite.
Another object of the present invention is to provide the anthraquinone-2-carboxylic acid copper/graphene nanocomposite prepared by the above method.
The invention further aims to provide application of the anthraquinone-2-copper carboxylate/graphene nano composite as a lithium ion battery anode material.
The purpose of the invention is realized by the following technical scheme:
a preparation method of an anthraquinone-2-copper carboxylate/graphene nano composite comprises the following preparation steps:
(1) adding anthraquinone-2-carboxylic Acid (AQC) into a solvent, uniformly stirring and dissolving, then dropwise adding a copper nitrate solution, stirring and refluxing for reaction, cooling to separate out a precipitate after the reaction is finished, and recrystallizing, cleaning and drying a crude product to obtain an anthraquinone-2-carboxylic acid copper salt compound CuAQC;
(2) grinding the CuAQC obtained in the step (1), dispersing the ground CuAQC and graphene into a solvent, and then sequentially performing ball milling and ultrasonic treatment to obtain a uniform mixed dispersion liquid;
(3) and (3) carrying out forced air drying and coprecipitation on the mixed dispersion liquid obtained in the step (2) to obtain the anthraquinone-2-copper carboxylate/graphene nano composite.
The structure of the anthraquinone-2-copper carboxylate salt compound CuAQC is shown as the following formula:
preferably, the solvent in step (1) refers to any one of N, N-Dimethylformamide (DMF), dimethyl sulfoxide, methanol and ethanol.
Preferably, the molar ratio of the AQC to the copper nitrate added in the step (1) is 1 (0.5-0.8).
Preferably, the temperature of the reflux reaction in the step (1) is 60-90 ℃.
Preferably, the washing in step (1) refers to washing with deionized water; the drying is carried out by blowing air at 60-100 ℃.
Preferably, the solvent in step (2) refers to any one of N-methylpyrrolidone (NMP), deionized water, ethanol and acetone.
Preferably, the mass ratio of the CuAQC to the graphene in the step (2) is (3.5-6): 1.
Preferably, the ball milling in the step (2) is performed at a rotation speed of 2000rad/min or more for 3-6 h.
Preferably, the concentration of CuAQC in the mixed dispersion liquid in the step (2) is 7-12 mg/m L.
Preferably, the air-drying coprecipitation in the step (3) is air-drying coprecipitation at the temperature of 60-90 ℃ for more than 24 hours.
An anthraquinone-2-copper carboxylate/graphene nano composite is prepared by the method.
The anthraquinone-2-copper carboxylate/graphene nano composite is applied as a lithium ion battery anode material.
The preparation method and the obtained product have the following advantages and beneficial effects:
(1) the method adopts simple ball milling and forced air drying to compound the anthraquinone-2-copper carboxylate complex prepared by a precipitation method and prepare the anthraquinone-2-copper carboxylate complex/graphene nano complex, and has the advantages of simple synthesis route, low equipment requirement, high yield, energy conservation and environmental protection.
(2) The anthraquinone-2-copper carboxylate complex/graphene nano complex prepared by the invention has a characteristic structure that the rod-shaped anthraquinone-2-copper carboxylate complex is coated by graphene. On one hand, graphene in the composite material is wound on anthraquinone-2-copper carboxylate complex particles, so that graphene sheets can be effectively dispersed, the phenomenon that the graphene layers are agglomerated is avoided, the characteristic of high specific surface of the graphene is maintained, more lithium-embedded active positions are provided, and a lithium ion migration path is shortened. On the other hand, different anthraquinone-2-copper carboxylate complexes are coated by graphene to form an effective conductive network to improve the electron conductivity, so that the graphene is beneficial to the insertion and extraction of lithium ions, and has excellent electrochemical performance when used as a lithium ion battery anode material.
Drawings
Fig. 1 is a thermogravimetric plot of the anthraquinone-2-copper carboxylate complex/graphene nanocomposite (CuAQC/G) obtained in example 1, with anthraquinone-2-copper carboxylate complex (CuAQC) and anthraquinone-2-carboxylic Acid (AQC).
Fig. 2 is an infrared absorption spectrum of the anthraquinone-2-copper carboxylate complex/graphene nanocomposite (CuAQC/G), the anthraquinone-2-copper carboxylate complex (CuAQC) and the anthraquinone-2-carboxylic Acid (AQC) obtained in example 1.
Fig. 3 is an X-ray diffraction analysis diagram of the anthraquinone-2-copper carboxylate complex/graphene nanocomposite (CuAQC/G) obtained in example 1, the anthraquinone-2-copper carboxylate complex (CuAQC) and the anthraquinone-2-carboxylic Acid (AQC).
Fig. 4 is an SEM image of anthraquinone-2-copper carboxylate complex/graphene nanocomposite obtained in example 1 at different magnifications.
Fig. 5 is a cyclic voltammetry curve diagram of the anthraquinone-2-copper carboxylate complex/graphene nanocomposite obtained in example 1 as a lithium ion battery anode.
Fig. 6 is a graph comparing the cycle performance of the anthraquinone-2-copper carboxylate complex/graphene nanocomposite (CuAQC/G) obtained in example 1 with anthraquinone-2-copper carboxylate complex (CuAQC) and anthraquinone-2-carboxylic Acid (AQC) as the positive electrode of a lithium ion battery.
Fig. 7 is a graph comparing rate performance of the anthraquinone-2-copper carboxylate complex/graphene nanocomposite (CuAQC/G) obtained in example 1, the anthraquinone-2-copper carboxylate complex (CuAQC) and the anthraquinone-2-carboxylic Acid (AQC) as a positive electrode of a lithium ion battery.
Detailed Description
The present invention will be described in further detail with reference to examples and drawings, but the present invention is not limited thereto.
Example 1
(1) 0.2520g of anthraquinone-2-carboxylic Acid (AQC) were dissolved in 13m L of N, N-dimethylformamide with stirring at 60 ℃ in an oil bath, and then 1m L of 0.64 mol/L of Cu (NO) was gradually added dropwise3)2Heating the solution to 80 ℃, refluxing and stirring for 10h, stopping heating, cooling to obtain blue precipitate, re-precipitating the obtained precipitate in 20ml of deionized water, washing with the deionized water, and drying in an air-blast drying oven at 80 ℃ for 24h to obtain the anthraquinone-2-copper carboxylate compound (CuAQC).
(2) Grinding 0.08g of CuAQC prepared in the step (1) in an agate mortar for half an hour, dispersing the ground CuAQC and 0.02g of graphene into an N-methylpyrrolidone solvent of 8m L, putting the mixture into a quartz ball milling tank, carrying out ball milling for 4 hours at the rotating speed of 2600r/min, and then carrying out ultrasonic treatment for 2 hours to prepare turbid liquid.
(3) And (3) transferring the turbid solution obtained in the step (2) into a forced air drying oven, carrying out forced air drying and coprecipitation at the temperature of 80 ℃ for 36 hours, and grinding the obtained product to obtain the anthraquinone-2-copper carboxylate complex/graphene nano composite.
The thermogravimetric graph of the anthraquinone-2-copper carboxylate complex/graphene nanocomposite (CuAQC/G), the anthraquinone-2-copper carboxylate complex (CuAQC) and the anthraquinone-2-carboxylic Acid (AQC) obtained in this example is shown in fig. 1; the infrared absorption spectrum is shown in figure 2; the X-ray diffraction analysis chart is shown in fig. 3. The prepared sample is different from anthraquinone-2-copper carboxylate complex and anthraquinone-2-carboxylic acid and is a new composite material as shown by a thermogravimetric curve and an infrared absorption spectrum; the SEM images of the resulting anthraquinone-2-copper carboxylate complex/graphene nanocomposite at different magnifications (in the figures, (a) and (b)) are shown in fig. 4. SEM shows that the sample has a lamellar graphene-wound CuAQC characteristic structure, shows irregular rod-shaped anthraquinone-2-copper carboxylate complex particles and large lamellar graphene, and the graphene is not obviously aggregated.
The application performance of the anthraquinone-2-copper carboxylate complex/graphene nano composite as the lithium ion battery anode material is tested as follows:
(1) pouring the anthraquinone-2-copper carboxylate complex/graphene nano compound, acetylene black and polyvinylidene fluoride into an agate ball milling tank according to the mass ratio of 50:40:10, dropwise adding a proper amount of N-methyl pyrrolidone, and ball milling for 6 hours to obtain slurry with a certain viscosity. The resulting slurry was coated on an aluminum foil, dried in a drying oven at 80 ℃ for about 12 hours, and cut into disks. The content of the electrode active material was about 0.6 mg.
(2) And (2) assembling the button 2032 battery in a glove box filled with argon by adopting a two-electrode system, wherein the working electrode prepared in the step (1) is a positive electrode, a lithium sheet is a negative electrode, the Celgard2300 microporous film is a diaphragm, and a 1M L iPF6-EC + DMC solution (VEC: VDMC ═ 1:1) is an electrolyte.
(3) And (3) testing the battery obtained in the step (2) by cyclic voltammetry, wherein the parameters of the testing conditions are that the sweep rate is 0.10mV/s, and the testing voltage is 1.0-4.5V vs. L i+/Li。
(4) And (3) carrying out constant current charge and discharge test on the battery obtained in the step (2), wherein the test condition parameters are as follows: the constant current charge-discharge current density is 100 mA.g-1The charge-discharge potential range is 1.0-4.5V. All charge and discharge performance tests were performed at room temperature.
(5) And (3) carrying out rate performance test on the battery obtained in the step (2), wherein the test condition parameters are as follows: the constant current charge-discharge current density is 100 mA.g-1、200mA·g-1、500mA·g-1、1000mA·g-1、2000mA·g-1、100A·g-1Each 10 circles, and the charge-discharge potential range is 1.0-4.5V. All charge and discharge performance tests were performed at room temperature.
(6) And (3) replacing the anthraquinone-2-copper carboxylate complex/graphene nano complex with an anthraquinone-2-copper carboxylate complex, and repeating the steps (1) to (5).
(7) And (3) replacing the anthraquinone-2-copper carboxylate complex/graphene nano complex with anthraquinone-2-carboxylic acid, and repeating the steps (1) to (5).
The cyclic voltammetry curve, cyclic performance curve and rate performance comparison curve of the anthraquinone-2-copper carboxylate complex/graphene nanocomposite electrode obtained by the test are respectively shown in fig. 5, fig. 6 and fig. 7. The results shown in fig. 5-7 show that the anthraquinone-2-copper carboxylate complex/graphene nanocomposite electrode obtained by the invention has excellent electrochemical performance.
Example 2
(1) 0.2520g of anthraquinone-2-carboxylic Acid (AQC) were dissolved in 11m L of methanol under stirring at 60 ℃ in an oil bath, and then 1.5m L of 0.50 mol/L of Cu (NO) was gradually added dropwise3)2Heating the solution to 75 ℃, refluxing and stirring for 13h, stopping heating, cooling to obtain blue precipitate, re-precipitating the obtained precipitate in 25ml of deionized water, washing with the deionized water, and drying in an air-blast drying oven at 80 ℃ for 24h to obtain the anthraquinone-2-copper carboxylate compound (CuAQC).
(2) Grinding 0.08g of CuAQC prepared in the step (1) in a quartz grinding pot for half an hour, dispersing the ground CuAQC and 0.015g of graphene into an acetone solvent of 10m L, putting the mixture into a quartz ball milling tank, carrying out ball milling for 4 hours at the rotating speed of 3000r/min to prepare turbid liquid, and then carrying out ultrasonic treatment for 1.5 hours.
(3) And (3) transferring the turbid solution obtained in the step (2) into a forced air drying oven, and carrying out forced air drying and coprecipitation at the temperature of 60 ℃ for 60 hours to obtain the anthraquinone-2-copper carboxylate complex/graphene nano complex.
The application performance test results of the anthraquinone-2-copper carboxylate complex/graphene nano composite as the lithium ion battery cathode material obtained in this embodiment are basically the same as those of embodiment 1, but are not listed.
Example 3
(1) 0.2520g of anthraquinone-2-carboxylic Acid (AQC) were dissolved in 15m L of ethanol and stirred at 70 ℃ and then 0.95 mol/L of Cu (NO) of 0.8m L was gradually added dropwise3)2And (3) solution. Heating to 90 ℃, refluxing and stirring for 8h, stopping heating, cooling to obtain blue precipitate, re-precipitating the obtained precipitate in 15ml of deionized water, washing with deionized water, and drying in a 90 ℃ forced air drying oven for 18 h to obtain the anthraquinone-2-copper carboxylate compound (CuAQC).
(2) And (2) grinding 0.08g of L iAQC prepared in the step (1) in a quartz grinding pot for half an hour, dispersing the ground material and 0.014g of graphene into an ethanol solvent of 11m L, putting the mixture into a quartz ball milling tank, ball-milling for 4 hours at the rotating speed of 3000r/min, and then carrying out ultrasonic treatment for 1.5 hours to prepare turbid liquid.
(3) And (3) transferring the turbid solution obtained in the step (2) into a forced air drying oven, and carrying out forced air drying and coprecipitation at the temperature of 60 ℃ for 48 hours to obtain the anthraquinone-2-copper carboxylate complex/graphene nano complex.
The application performance test results of the anthraquinone-2-copper carboxylate complex/graphene nano composite as the lithium ion battery cathode material obtained in this embodiment are basically the same as those of embodiment 1, but are not listed.
The above embodiments are preferred embodiments of the present invention, but the present invention is not limited to the above embodiments, and any other changes, modifications, substitutions, combinations, and simplifications which do not depart from the spirit and principle of the present invention should be construed as equivalents thereof, and all such changes, modifications, substitutions, combinations, and simplifications are intended to be included in the scope of the present invention.
Claims (10)
1. A preparation method of an anthraquinone-2-copper carboxylate/graphene nano composite is characterized by comprising the following preparation steps:
(1) adding anthraquinone-2-carboxylic acid into a solvent, stirring and dissolving uniformly, then dropwise adding a copper nitrate solution, stirring and refluxing for reaction, cooling and precipitating after the reaction is finished, and recrystallizing, cleaning and drying a crude product to obtain an anthraquinone-2-copper carboxylate compound CuAQC;
(2) grinding the CuAQC obtained in the step (1), dispersing the ground CuAQC and graphene into a solvent, and then sequentially performing ball milling and ultrasonic treatment to obtain a uniform mixed dispersion liquid;
(3) and (3) carrying out forced air drying and coprecipitation on the mixed dispersion liquid obtained in the step (2) to obtain the anthraquinone-2-copper carboxylate/graphene nano composite.
2. The method for preparing anthraquinone-2-carboxylic acid copper/graphene nanocomposite as claimed in claim 1, wherein: the solvent in the step (1) is any one of N, N-dimethylformamide, dimethyl sulfoxide, methanol and ethanol.
3. The method for preparing anthraquinone-2-carboxylic acid copper/graphene nanocomposite as claimed in claim 1, wherein: in the step (1), the molar ratio of the anthraquinone-2-carboxylic acid to the copper nitrate is 1 (0.5-0.8).
4. The method for preparing anthraquinone-2-carboxylic acid copper/graphene nanocomposite as claimed in claim 1, wherein: the temperature of the reflux reaction in the step (1) is 60-90 ℃; the cleaning is to use deionized water for cleaning; the drying is carried out by blowing air at 60-100 ℃.
5. The method for preparing anthraquinone-2-carboxylic acid copper/graphene nanocomposite as claimed in claim 1, wherein: the solvent in the step (2) is any one of N-methyl pyrrolidone, deionized water, ethanol and acetone.
6. The method for preparing anthraquinone-2-carboxylic acid copper/graphene nanocomposite as claimed in claim 1, wherein: in the step (2), the mass ratio of the CuAQC to the graphene is (3.5-6) to 1.
7. The preparation method of the anthraquinone-2-copper carboxylate/graphene nanocomposite as claimed in claim 1, wherein the ball milling in the step (2) is performed at a rotation speed of 2000rad/min or more for 3-6 h, and the concentration of CuAQC in the mixed dispersion liquid is 7-12 mg/m L.
8. The method for preparing anthraquinone-2-carboxylic acid copper/graphene nanocomposite as claimed in claim 1, wherein: the blowing drying coprecipitation in the step (3) refers to blowing drying coprecipitation for more than 24 hours at the temperature of 60-90 ℃.
9. An anthraquinone-2-copper carboxylate/graphene nano composite is characterized in that: prepared by the method of any one of claims 1 to 8.
10. The use of the anthraquinone-2-carboxylic acid copper/graphene nanocomposite of claim 9 as a positive electrode material for a lithium ion battery.
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| CN112480424A (en) * | 2020-12-07 | 2021-03-12 | 华南师范大学 | Application of anthraquinone-2, 3-dicarboxylic acid calcium coordination polymer as lithium ion battery anode material |
| CN113036124A (en) * | 2021-02-03 | 2021-06-25 | 新乡学院 | Alizarin MOF/graphene composite electrode material, and preparation method and application thereof |
| CN113501792A (en) * | 2021-09-13 | 2021-10-15 | 新乡学院 | Organic positive electrode material of lithium ion battery and preparation method and application thereof |
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| ZHONGYUE ZHANG等: "Monitoring the Solid-State Electrochemistry of Cu(2,7-AQDC) (AQDC= Anthraquinone Dicarboxylate) in a Lithium Battery: Coexistence of Metal and Ligand Redox Activities in a Metal-Organic Framework", 《JOURNAL OF THE AMERICAN CHEMICAL SOCIETY》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112480424A (en) * | 2020-12-07 | 2021-03-12 | 华南师范大学 | Application of anthraquinone-2, 3-dicarboxylic acid calcium coordination polymer as lithium ion battery anode material |
| CN112480424B (en) * | 2020-12-07 | 2022-08-19 | 华南师范大学 | Application of anthraquinone-2, 3-dicarboxylic acid calcium coordination polymer as lithium ion battery anode material |
| CN113036124A (en) * | 2021-02-03 | 2021-06-25 | 新乡学院 | Alizarin MOF/graphene composite electrode material, and preparation method and application thereof |
| CN113501792A (en) * | 2021-09-13 | 2021-10-15 | 新乡学院 | Organic positive electrode material of lithium ion battery and preparation method and application thereof |
| CN113501792B (en) * | 2021-09-13 | 2021-11-26 | 新乡学院 | Application of organic anode material of lithium ion battery |
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