CN115232308B - Quinone polymer positive electrode material, and preparation method and application thereof - Google Patents
Quinone polymer positive electrode material, and preparation method and application thereof Download PDFInfo
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Abstract
The invention provides a quinone polymer positive electrode material, a preparation method and application thereof, wherein the quinone polymer positive electrode material is indissolvable in electrolyte, effectively inhibits loss of active substances, and has good electrochemical performance in an ion battery. The quinone polymer positive electrode material has a configuration structure for stably embedding multivalent ions, and is also suitable for multivalent ion batteries. The preparation method comprises the following two steps: the method comprises the following steps: 1,5 diaminoanthraquinone and 1,4 benzoquinone are taken as reaction raw materials to be dissolved in a reaction solvent, and are directly heated for addition reaction to prepare the catalyst; the second method is as follows: 1, 5-diamino anthraquinone and 2, 5-dichloro-1, 4 benzoquinone are used as reaction raw materials and dissolved in a reaction solvent, and the reaction solvent is heated under the protection of inert gas to carry out condensation reaction. Experiments prove that the quinone polymer positive electrode material applied to zinc ion batteries shows good cycle reversibility and rate capability, and is 0.02-0.02A g ‑1 The highest specific discharge capacity under the current density can reach 198mAh g ‑1 The capacity retention rate after 350 charge and discharge cycles was 84%.
Description
Technical Field
The invention relates to the technical field of batteries, in particular to a quinone polymer positive electrode material, a preparation method and application thereof.
Background
The organic positive electrode material has rich structure and wide source, is an ideal novel energy storage material for constructing a green low-carbon ion battery, and is an important means for realizing efficient clean energy storage by developing the organic positive electrode material to conform to the current sustainable concept and application trend. The quinone organic positive electrode material has the advantages of good redox reversibility, high theoretical specific capacity, easy structure design and the like, is expected to become an ideal positive electrode material of an ion battery, and has great application potential in the aspects of energy storage and conversion.
At present, various structures of quinone organic positive electrode materials show better electrochemical performance in batteries such as lithium ion, sodium ion, potassium ion and the like, but the structures of quinone organic positive electrode materials applied to multivalent ion batteries are rarely reported. In particular, in multivalent ion batteries, the specific capacity utilization, rate, long cycle and other electrochemical properties of quinone organic positive electrode materials are not ideal, such as low practical specific capacity, rapid capacity decay in continuous charge and discharge processes, and the like. Development of quinone organic positive electrode materials with structures more suitable for multivalent ion intercalation and deintercalation is important to promote high-performance development and application.
Disclosure of Invention
In order to solve the technical problems, the invention provides a quinone polymer positive electrode material, and a preparation method and application thereof.
In order to achieve the above purpose, the technical scheme adopted by the invention is as follows:
the invention provides a quinone polymer positive electrode material, which has the structural formula:
The invention also provides a preparation method of the quinone polymer positive electrode material, which comprises the following steps: dissolving 1,5 diaminoanthraquinone and 1,4 benzoquinone in a reaction solvent A, and heating to perform an addition reaction; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake with a washing solvent, and drying to obtain the quinone polymer anode material.
Further, the method specifically comprises the following steps: 1,5 diaminoanthraquinone and 1,4 benzoquinone are taken to be dissolved in a reaction solvent A according to the proportion of 1,5 diaminoanthraquinone and 1.1-2.3 g of 1,4 benzoquinone dissolved in 5-200 mL of the reaction solvent A, and react for 6-48 h at 60-150 ℃; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake for 2-10 times by using a washing solvent, and drying to obtain black solid powder, thus obtaining the quinone polymer anode material.
Further, the reaction solvent A is methanol, ethanol, isopropanol, N-butanol, N-dimethylformamide or tetrahydrofuran.
The invention also provides another preparation method of the quinone polymer positive electrode material, which comprises the following steps: 1, 5-diaminoanthraquinone and 2, 5-dichloro-1, 4-benzoquinone are taken to be dissolved in a reaction solvent B, and then heated under the protection of inert gas to carry out condensation reaction; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake with a washing solvent, and drying to obtain the quinone polymer anode material.
Further, the method specifically comprises the following steps: 1, 5-diaminoanthraquinone and 2, 5-dichlorobenzquinone are taken to be dissolved in a reaction solvent B according to the proportion of each gram of 1, 5-diaminoanthraquinone and 0.5-1.3 gram of 2, 5-dichloro-1, 4-benzoquinone dissolved in 5 mL-200 mL, and then reacted for 6 h-48 h under the protection of inert gas at 60 ℃ to 150 ℃; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake for 2-10 times by using a washing solvent, and drying to obtain black solid powder, thus obtaining the quinone polymer anode material.
Further, the reaction solvent B is methanol, ethanol, isopropanol, N-butanol, N-dimethylformamide or N-methylpyrrolidone.
Further, the inert gas is nitrogen, helium or argon.
Further, the washing solvent is one or more of methanol, ethanol, isopropanol, N-butanol, tetrahydrofuran, N-dimethylformamide and water.
The invention also provides application of the quinone polymer positive electrode material in the field of ion batteries.
Compared with the prior art, the technical scheme provided by the invention has at least the following advantages:
the invention provides a quinone polymer positive electrode material, a preparation method and application thereof, the quinone polymer positive electrode material has a specific structural configuration, can be more stably embedded with multivalent ions,is insoluble in electrolyte, and effectively inhibits the loss of active substances. And the preparation method of the quinone polymer positive electrode material is simple and feasible. Experiments prove that the quinone polymer positive electrode material has good cycle reversibility when applied to zinc ion batteries, and has more stable rate performance of 0.02-0.02A g -1 The highest specific discharge capacity under the current density can reach 198mAh g -1 The capacity retention rate after 350 charge and discharge cycles was 84% for the long cycle performance.
Drawings
One or more embodiments are illustrated by way of example and not limitation in the figures of the accompanying drawings, which are not to be construed as limiting the embodiments unless specifically indicated otherwise.
FIG. 1 is an X-ray diffraction chart of a quinone polymer positive electrode material prepared in example 1 of the present invention;
FIG. 2 is a scanning electron microscope image of the quinone polymer positive electrode material prepared in example 1 of the present invention;
FIG. 3 is an infrared spectrum of the quinone polymer positive electrode material prepared in example 1 of the present invention;
FIG. 4 shows that the quinone polymer positive electrode material prepared in example 1 of the present invention was used in a zinc ion battery at 10mV s -1 Cyclic voltammogram at sweep rate;
FIG. 5 shows that the quinone polymer positive electrode material prepared in example 1 of the present invention was used in a zinc ion battery of 0.02. 0.02A g -1 、0.03A g -1 、 0.05A g -1 、0.1A g -1 、0.2A g -1 、0.3A g -1 、0.5A g -1 、1A g -1 、2A g -1 、3A g -1 、5A g -1 And 0.02A g -1 Rate capability at current density;
FIG. 6 shows that the quinone polymer positive electrode material prepared in example 1 of the present invention is 0.02. 0.02A g in a zinc ion battery -1 Long cycle chart of 350 charge and discharge cycles at current density.
Detailed Description
As is clear from the background art, in the multivalent ion battery, the quinone organic positive electrode material has the problems of unsatisfactory specific capacity utilization rate, multiplying power, long cycle and other electrochemical performances, low practical specific capacity, rapid capacity decay in continuous charge and discharge processes and the like.
The invention provides a quinone polymer positive electrode material, which has the structural formula:
The invention also provides a preparation method of the quinone polymer positive electrode material, which comprises the following steps: dissolving 1,5 diaminoanthraquinone and 1,4 benzoquinone in a reaction solvent A, and heating to perform an addition reaction; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake with a washing solvent, and drying to obtain the quinone polymer anode material.
The synthetic route for this reaction is as follows:
further, the method specifically comprises the following steps: 1,5 diaminoanthraquinone and 1,4 benzoquinone are taken to be dissolved in a reaction solvent A according to the proportion of 1,5 diaminoanthraquinone and 1.1-2.3 g of 1,4 benzoquinone dissolved in 5-200 mL of the reaction solvent A, and react for 6-48 h at 60-150 ℃; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake for 2-10 times by using a washing solvent, and drying to obtain black solid powder, thus obtaining the quinone polymer anode material.
Further, the reaction solvent A is methanol, ethanol, isopropanol, N-butanol, N-dimethylformamide or tetrahydrofuran.
The invention also provides a preparation method of the quinone polymer positive electrode material, which comprises the following steps: 1, 5-diaminoanthraquinone and 2, 5-dichloro-1, 4-benzoquinone are taken to be dissolved in a reaction solvent B, and then heated under the protection of inert gas to carry out condensation reaction; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake with a washing solvent, and drying to obtain the quinone polymer anode material.
The synthetic route for this reaction is as follows:
further, the method specifically comprises the following steps: 1, 5-diaminoanthraquinone and 2, 5-dichlorobenzquinone are taken to be dissolved in a reaction solvent B according to the proportion of each gram of 1, 5-diaminoanthraquinone and 0.5-1.3 gram of 2, 5-dichloro-1, 4-benzoquinone dissolved in 5 mL-200 mL, and then reacted for 6 h-48 h under the protection of inert gas at 60 ℃ to 150 ℃; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake for 2-10 times by using a washing solvent, and drying to obtain black solid powder, thus obtaining the quinone polymer anode material.
Further, the reaction solvent B is methanol, ethanol, isopropanol, N-butanol, N-dimethylformamide or N-methylpyrrolidone.
Further, the inert gas is nitrogen, helium or argon.
Further, the washing solvent is one or more of methanol, ethanol, isopropanol, N-butanol, tetrahydrofuran, N-dimethylformamide and water.
The invention also provides application of the quinone polymer positive electrode material in the field of ion batteries.
The present invention will be described in detail with reference to the following embodiments.
Example 1
0.238g (i.e., 1 mmol) of 1,5 diaminoanthraquinone is reacted with 0.324g (i.e., 3 mmol) of 1,4 benzoquinone in 10mL of N, N-dimethylformamide at 140℃for 24h; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and (3) washing the filter cake with N, N-dimethylformamide and ethanol for 3 times, and drying to obtain black solid powder, namely the quinone polymer anode material.
Fig. 1 is an X-ray diffraction pattern of the quinone polymer positive electrode material prepared in this example, in which the main diffraction peak is a broad peak at 25 °, and it can be seen from the figure that the quinone polymer positive electrode material in the present invention is in an amorphous state.
FIG. 2 is a scanning electron microscope image of the quinone polymer positive electrode material prepared in this example, showing a uniform disk-like particle distribution at the nanometer level.
FIG. 3 is an infrared spectrum of a quinone polymer positive electrode material prepared in the present example, in which the main absorption peak range is 1246 cm -1 、1360cm -1 、1451cm -1 、1493cm -1 、1554cm -1 、1604cm -1 And 3200cm -1 。
The quinone polymer positive electrode material prepared in the embodiment is used as an active substance of a positive electrode of a zinc ion battery, and the quinone polymer positive electrode material is prepared by the following steps: acetylene black: mixing and grinding polyvinylidene fluoride according to the mass ratio of 6:3:1, dropwise adding N-methyl pyrrolidone for grinding, coating on a stainless steel net, vacuum drying to prepare a positive plate, taking a zinc plate as a negative electrode, and carrying out 1 mol.L -1 ZnSO of (2) 4 The solution was an electrolyte and glass fiber was a separator, assembled into CR2032 coin cells, and tested for electrochemical performance.
FIG. 4 shows that the quinone polymer positive electrode material prepared in example 1 of the present invention was used in a zinc ion battery at 10mV s -1 Cyclic voltammogram at sweep rate. The oxidation peak was 0.85V and the reduction peak was 0.64V. The oxidation-reduction peaks are obvious and symmetrical in the graph, which shows that the quinone polymer positive electrode material has good cycle reversibility.
FIG. 5 shows that the quinone polymer positive electrode material prepared in this example was used in a zinc ion battery of 0.02. 0.02A g -1 、0.03A g -1 、0.05A g -1 、 0.1A g -1 、0.2A g -1 、0.3A g -1 、0.5A g -1 、1A g -1 、2A g -1 、3A g -1 And 5A g -1 The rate capability under the current density is 198mA h g -1 、165mA h g -1 、149mA h g -1 、133mA h g -1 、123mA h g -1 、116mA h g -1 、110mA h g -1 、100mA h g -1 、93mA h g -1 、86mA h g -1 And 82mA h g -1 When the current density drops back to 0.02A g -1 At the time, the specific discharge capacity is restored to177mAh g -1 。
FIG. 6 shows that the quinone polymer positive electrode material prepared in this example is 0.02Ag in zinc ion battery -1 The capacity retention rate of the long cycle chart at the current density after 350 times of charge and discharge is 84%.
The electrochemical properties of the discharge specific capacity, the stability of the rate capability, the long-cycle capacity retention rate and the like obtained by the test are superior to those of common positive electrode materials such as benzoquinone, anthraquinone, poly (quinone-4, 4' -diaminobiphenyl), poly (quinone-ethylenediamine), poly (quinone-urea) and the like in the prior art. For example, the discharge specific capacity of the first ring of the comparative poly (quinone-ethylenediamine) positive electrode material at a current density of 0.02A/g is 102 mAh g -1 The capacity retention rate after 250 times of charge and discharge is 49%, and the quinone polymer positive electrode material has obvious performance advantages.
Example 2
0.238g (i.e., 1 mmol) of 1,5 diaminoanthraquinone is reacted with 0.176g (i.e., 1 mmol) of 2, 5-dichloro-1, 4 benzoquinone in 10mL of N, N-dimethylformamide under nitrogen at 120℃for 12h; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake with ethanol for 3 times to obtain black solid powder, thus obtaining the quinone polymer anode material.
Example 3
0.238g (i.e., 1 mmol) of 1,5 diaminoanthraquinone is reacted with 0.540g (i.e., 5 mmol) of 1,4 benzoquinone in 20mL of ethanol at 75℃for 12h; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake with ethanol for 3 times, and drying to obtain black solid powder, namely the quinone polymer anode material.
Example 4
0.238g (i.e., 1 mmol) of 1,5 diaminoanthraquinone is reacted with 0.324g (i.e., 3 mmol) of 1,4 benzoquinone in 8mL of tetrahydrofuran at 65℃for 16h; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake with ethanol for 3 times, and drying to obtain black solid powder, namely the quinone polymer anode material.
Example 5
0.238g (i.e., 1 mmol) of 1,5 diaminoanthraquinone is reacted with 0.432g (i.e., 4 mmol) of 1,4 benzoquinone in 10mL of isopropanol at 80℃for 6h; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and (3) washing the filter cake with ethanol and water for 3 times in sequence, and drying to obtain black solid powder, namely the quinone polymer anode material.
Example 6
0.238g (i.e., 1 mmol) of 1,5 diaminoanthraquinone is reacted with 0.324g (i.e., 3 mmol) of 1,4 benzoquinone in 10mL of N, N-dimethylformamide at 80℃for 10h; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake with ethanol for 3 times, and drying to obtain black solid powder, namely the quinone polymer anode material.
It will be understood by those of ordinary skill in the art that the foregoing embodiments are specific examples of implementing the present application and that various changes in form and details may be made therein without departing from the spirit and scope of the present application. Various changes and modifications may be made by one skilled in the art without departing from the spirit and scope of the invention, and the scope of the invention shall be defined by the appended claims.
Claims (10)
1. The quinone polymer positive electrode material is characterized by having a structural formula as follows:
2. The method for preparing a quinone polymer positive electrode material according to claim 1, wherein the method comprises the steps of:
dissolving 1,5 diaminoanthraquinone and 1,4 benzoquinone in a reaction solvent A, and heating to perform an addition reaction; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake with a washing solvent, and drying to obtain the quinone polymer anode material.
3. The method for preparing the quinone polymer positive electrode material according to claim 2, wherein the method specifically comprises the steps of:
1,5 diaminoanthraquinone and 1,4 benzoquinone are taken to be dissolved in a reaction solvent A according to the proportion of 1,5 diaminoanthraquinone and 1.1-2.3 g of 1,4 benzoquinone dissolved in 5-200 mL of the reaction solvent A, and react for 6-48 h at 60-150 ℃; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake for 2-10 times by using a washing solvent, and drying to obtain black solid powder, thus obtaining the quinone polymer anode material.
4. The method for preparing a quinone polymer positive electrode material according to claim 3, wherein the reaction solvent a is methanol, ethanol, isopropanol, N-butanol, N-dimethylformamide or tetrahydrofuran.
5. The method for preparing a quinone polymer positive electrode material according to claim 1, wherein the method comprises the steps of:
1, 5-diaminoanthraquinone and 2, 5-dichloro-1, 4-benzoquinone are taken to be dissolved in a reaction solvent B, and then heated under the protection of inert gas to carry out condensation reaction; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake with a washing solvent, and drying to obtain the quinone polymer anode material.
6. The method for preparing a quinone polymer positive electrode material according to claim 5, wherein the method specifically comprises the steps of:
1, 5-diaminoanthraquinone and 2, 5-dichlorobenzquinone are taken to be dissolved in a reaction solvent B according to the proportion of each gram of 1, 5-diaminoanthraquinone and 0.5-1.3 gram of 2, 5-dichloro-1, 4-benzoquinone dissolved in 5 mL-200 mL, and then reacted for 6 h-48 h under the protection of inert gas at 60 ℃ to 150 ℃; after the reaction is finished and cooled, carrying out suction filtration to obtain a filter cake; and washing the filter cake for 2-10 times by using a washing solvent, and drying to obtain black solid powder, thus obtaining the quinone polymer anode material.
7. The method for preparing a quinone polymer positive electrode material according to claim 6, wherein the reaction solvent B is methanol, ethanol, isopropanol, N-butanol, N-dimethylformamide or N-methylpyrrolidone.
8. The method for producing a quinone polymer positive electrode material according to claim 6, wherein the inert gas is nitrogen, helium or argon.
9. The method for producing a quinone polymer positive electrode material according to claim 3 or 6, wherein the washing solvent is one or more of methanol, ethanol, isopropanol, N-butanol, tetrahydrofuran, N-dimethylformamide, and water.
10. The use of the quinone polymer cathode material according to claim 1 in the field of ion batteries.
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