High-voltage organic azo positive electrode material and preparation method thereof

Abstract

The invention discloses a high-voltage organic azo positive electrode material and a preparation method thereof. The preparation method comprises the following steps: S1, mixing a cyanuric chloride raw material, a hydrazine-based raw material, an acid-binding agent and a first reaction solvent according to a preset proportion, and stirring and heating to prepare a hydrazine-based compound; the hydrazino compound comprises a hydrazino functional group-NH-NH-; s2, mixing a hydrazino compound, an oxidizing agent and a second reaction solvent according to a preset proportion, and stirring to prepare an azo compound; the azo compound comprises an azo functional group-N = N-; and S3, carrying out vacuum drying on the azo compound, and adding a conductive agent and an adhesive to prepare the high-voltage organic azo positive electrode material. Due to the existence of the strong electron withdrawing group, the organic azo positive electrode material shows extremely high discharge voltage, and the problems that an existing inorganic electrode material is high in cost, serious in environmental pollution, relatively short in cycle life and the like are solved.

Description

Technical Field

[0001] The present invention relates to the field of, but is not limited to, electrochemical technology, and in particular to a high-voltage organic azo cathode material and a preparation method thereof. Background Art

[0002] Lithium-ion battery is a high-performance secondary battery with the advantages of high energy density, low self-discharge rate and no memory effect. It has been widely used in electronic equipment, electric vehicles and other fields.

[0003] Currently, most commercially available lithium-ion battery materials are inorganic electrode materials. However, the raw materials for inorganic electrode materials (such as lithium cobalt oxide) are unevenly distributed, and their supply is easily affected by factors such as mining conditions. Furthermore, the scarcity of key elements in inorganic materials, coupled with the complex mining and purification processes, keeps the cost of inorganic electrode materials high. For example, in lithium-ion batteries, high-nickel ternary materials (such as nickel-cobalt-manganese oxide, NCM) are used to increase energy density, but the expensive cobalt element increases the battery's manufacturing cost. Secondly, many inorganic electrode materials contain heavy metal elements, which can pollute the environment. Finally, inorganic materials store lithium ions through an insertion-extraction mechanism. During repeated charge and discharge cycles, the inorganic material structure deteriorates, causing rapid degradation of battery capacity. Summary of the Invention

[0004] The purpose of the present invention is to provide a high-voltage organic azo cathode material and a preparation method thereof to solve the problems of existing inorganic electrode materials such as high cost, serious environmental pollution, and poor cycle life.

[0005] The technical solution of the present invention is as follows: In a first aspect, the present invention provides a high-voltage organic azo cathode material and a preparation method thereof, comprising the following steps: S1, mixing a cyanuric chloride raw material, a hydrazine raw material, an acid binding agent, and a first reaction solvent in a preset ratio, and stirring and heating to prepare a hydrazine compound; the hydrazine compound includes a hydrazine functional group -NH-NH-; S2, mixing the hydrazine compound, the oxidant, and the second reaction solvent in a preset ratio, and stirring to prepare an azo compound; the azo compound includes an azo functional group -N=N-; S3. Vacuum-drying the azo compound, adding a conductive agent and a binder to prepare a high-voltage organic azo cathode material.

[0006] Optionally, in the above-mentioned method for preparing a high-voltage organic azo cathode material, S1 comprises: S1-1, dissolving the cyanuric chloride raw material in the first reaction solvent to obtain a cyanuric chloride solution, and adding the cyanuric chloride solution dropwise to a mixture of the hydrazine raw material, the acid binding agent and the first reaction solvent to prepare a mixed solution; S1-2, introducing an inert gas into the mixed solution for protection, and heating the mixed solution to a set temperature to prepare the hydrazine compound.

[0007] Optionally, in the above-mentioned method for preparing a high-voltage organic azo cathode material, the step S1-1 specifically includes: First, the cyanuric chloride raw material powder is dissolved in the first reaction solvent. The cyanuric chloride solution is slowly added to the mixture of the hydrazine raw material, the acid binding agent and the first reaction solvent at 0-4°C and stirred for 15 minutes.

[0008] Optionally, in the above-mentioned method for preparing a high-voltage organic azo cathode material, S1-2 specifically includes: Inert gas protection is introduced into the mixed solution, and under the inert gas protection condition, the mixed solution is heated to a set temperature, condensed and refluxed to react for 24±0.5h, and the obtained reaction product is washed, filtered and dried to prepare the hydrazine compound.

[0009] Optionally, in the method for preparing a high voltage organic azo cathode material as described above, In S1-1, the acid-binding agent is triethylamine, and the hydrazine-based raw material is at least one of p-methylphenylhydrazine, 1-naphthylhydrazine, 3-hydrazineaniline, (4-fluorophenyl)hydrazine, 3,5-difluorophenylhydrazine, 2,4-difluorophenylhydrazine, p-chlorophenylhydrazine, (3-chlorophenyl)hydrazine, 3,5-dichlorophenylhydrazine, p-bromophenylhydrazine, 3,5-dibromophenylhydrazine, p-aminobenzonitrile, p-carboxyphenylhydrazine, p-cyanophenylhydrazine and p-nitrophenylnitrile; The first reaction solvent is not limited to at least one of low boiling point solvents including tetrahydrofuran, dioxane and acetonitrile.

[0010] Optionally, in the method for preparing a high voltage organic azo cathode material as described above, In S1-2, the reaction temperature for preparing the hydrazine compound is obtained by performing a condensation reflux reaction at an initial set temperature; the initial set temperature includes 60°C, 80°C, 100°C, 120°C and 140°C, and the hydrazine compound is prepared by washing the reaction product obtained by the condensation reflux reaction with dioxane, tetrahydrofuran, anhydrous ethanol and deionized water multiple times and vacuum drying.

[0011] Optionally, in the above-mentioned method for preparing a high-voltage organic azo cathode material, S2 specifically includes: S2-1, uniformly dispersing the hydrazine compound in a second reaction solvent, stirring for a preset time, to prepare a reaction mixed solution; S2-2, adding the oxidant in batches to the reaction mixture solution prepared in S2-1, stirring and reacting for 5±0.5 hours to prepare the azo compound.

[0012] Optionally, in the above-mentioned method for preparing a high-voltage organic azo cathode material, S2-1 specifically includes: At 25±2° C., the hydrazine compound was added to tetrahydrofuran solvent and stirred for reaction for 30±5 minutes to prepare a reaction mixed solution.

[0013] Optionally, in the above-mentioned method for preparing a high-voltage organic azo cathode material, S2-2 specifically includes: At 30±4°C, under stirring conditions, the oxidant is added in batches to the reaction mixed solution prepared in S2-1, with an interval of 3 minutes for each batch addition. After the addition is completed, the reaction is continued for 5±0.5 hours. After the reaction is completed, the mixture is washed multiple times with dioxane, acetone, anhydrous ethanol and deionized water, and vacuum dried to obtain the azo compound. The oxidant includes: trichloroisocyanuric acid or N-bromosuccinimide.

[0014] In a second aspect, an embodiment of the present invention further provides a high-voltage organic azo cathode material, wherein the high-voltage organic azo cathode material is prepared by the method for preparing a high-voltage organic azo cathode material as described in any one of the above items; Wherein, the high-voltage organic azo cathode material is an organic azo cathode material including a triazine ring strong electron-withdrawing functional group and a nitro strong electron-withdrawing functional group.

[0015] The beneficial effects of the present invention are as follows: the present invention provides a high-voltage organic azo cathode material and a preparation method thereof, wherein cyanuric chloride and a hydrazine raw material containing a strong electron-withdrawing group are used to generate a hydrazine-based compound under the action of an acid-binding agent, and then an oxidant is used to oxidize, filter and vacuum dry to prepare an organic azo compound, and the organic azo compound is mixed with a conductive additive and an adhesive in proportion to prepare a high-voltage organic azo cathode material. Due to the presence of strong electron-withdrawing groups of nitro and triazine rings, the discharge voltage of the azo functional group is effectively increased, so that the organic azo cathode material exhibits an extremely high discharge voltage, thereby increasing the energy density of lithium-ion batteries; in addition, the prepared organic azo cathode material is not only suitable for lithium-ion batteries, but also for other energy storage systems such as sodium-ion batteries, zinc-ion batteries and hydrogen-ion batteries. When the azo active group contained in the prepared azo compound TADT is used as a positive electrode material for lithium-ion batteries, it can also store energy. BRIEF DESCRIPTION OF THE DRAWINGS

[0016] The accompanying drawings are used to provide a further understanding of the technical solution of the present invention and constitute a part of the specification. Together with the embodiments of the present application, they are used to explain the technical solution of the present invention and do not constitute a limitation on the technical solution of the present invention.

[0017] Figure 1 A flow chart of a method for preparing a high-voltage organic azo cathode material provided by an embodiment of the present invention; Figure 2 is the synthetic route of TNHT and THAT in the embodiment of the present invention, Figure 2 Figure a shows the synthetic route of TNHT, and Figure b shows the synthetic route of THAT; Figure 3 FT-IR spectrum of TNHT in the embodiment of the present invention; Figure 4 FT-IR spectrum of THAT in the embodiment of the present invention; Figure 5 is the synthetic route of TNDT and THDT in the embodiment of the present invention, Figure 5 Figure a shows the synthetic route of TNDT, and Figure b shows the synthetic route of THDT; Figure 6 FT-IR spectrum of TNDT in the embodiment of the present invention; Figure 7 FT-IR spectrum of THDT in an embodiment of the present invention; Figure 8 This is a cyclic voltammetry curve spectrum of the TNDT organic lithium battery active material in an embodiment of the present invention. DETAILED DESCRIPTION

[0018] To make the purpose, technical solutions and advantages of the present invention more clearly understood, the embodiments of the present invention will be described in detail below with reference to the accompanying drawings. It should be noted that, unless there is a conflict, the embodiments and features in the embodiments of the present application can be combined with each other in any manner.

[0019] The above background technology has already explained that most of the lithium-ion battery materials currently on the market are inorganic electrode materials, and it has been explained that many problems exist in such inorganic electrode materials.

[0020] Compared to inorganic electrode materials, organic electrode materials offer advantages such as abundant sources, tunable structures, and biodegradability. Most importantly, organic electrode materials store lithium ions through redox reactions of functional groups, resulting in long cycle lives. These advantages give organic electrode materials significant application potential. Azo organic electrode materials, a key branch of the organic electrode material field, exhibit unique properties and potential. Structurally, the azo group (-N=N-) is a key building block, endowing the material with unique redox properties. During the redox process, the breaking and reforming of the azo bond, accompanied by electron transfer, serves as a key energy storage mechanism. In terms of electrochemical performance, azo organic electrode materials possess high theoretical specific capacities. This is because the azo group provides multiple active sites that participate in redox reactions, enabling charge storage. For example, some well-designed azo compounds have demonstrated impressive capacity values ​​in suitable battery systems. Their synthesis methods are diverse, allowing the design of azo materials with diverse molecular structures through organic synthesis. However, the current application of organic azo materials in the lithium battery field has a low discharge voltage of the azo group, which results in a low energy density of lithium-ion batteries and cannot meet market applications.

[0021] In view of the above problems, the present invention provides a high-voltage organic azo cathode material and a preparation method thereof, so as to prepare an organic lithium battery active material with a high discharge voltage.

[0022] The present invention provides the following specific embodiments that can be combined with each other. The same or similar concepts or processes may not be described in detail in some embodiments.

[0023] Figure 1 A flow chart of a method for preparing a high voltage organic azo cathode material provided by an embodiment of the present invention; Figure 1 As shown, the method for preparing a high voltage organic azo cathode material provided by an embodiment of the present invention comprises the following steps: S1, mixing a cyanuric chloride raw material, a hydrazine raw material, an acid binding agent, and a first reaction solvent in a preset ratio, and stirring and heating to prepare a hydrazine compound; the hydrazine compound includes a hydrazine functional group -NH-NH-; S2, mixing a hydrazine compound, an oxidant, and a second reaction solvent in a predetermined ratio, and stirring to prepare an azo compound; the azo compound includes an azo functional group -N=N-; S3. The azo compound is vacuum dried, and a conductive agent and a binder are added to prepare a high-voltage organic azo cathode material.

[0024] In one implementation of the embodiment of the present invention, the implementation process of the above S1 may include: S1-1, dissolving the cyanuric chloride raw material in the first reaction solvent to obtain a cyanuric chloride solution, and adding the cyanuric chloride solution dropwise to a mixture of the hydrazine raw material, the acid binding agent and the first reaction solvent to prepare a mixed solution; S1-2, introducing an inert gas into the mixed solution for protection, and heating the mixed solution to a set temperature to prepare the hydrazine compound.

[0025] The implementation scheme of S1-1 in the embodiment of the present invention is: First, the cyanuric chloride raw material powder is dissolved in the first reaction solvent. The cyanuric chloride solution is slowly added to the mixture of the hydrazine raw material, the acid binding agent and the first reaction solvent at 0-4°C and stirred for 15 minutes.

[0026] It should be noted that in S1-1, the acid binding agent is triethylamine, and the hydrazine-based raw material is at least one of p-methylphenylhydrazine, 1-naphthylhydrazine, 3-hydrazineaniline, (4-fluorophenyl)hydrazine, 3,5-difluorophenylhydrazine, 2,4-difluorophenylhydrazine, p-chlorophenylhydrazine, (3-chlorophenyl)hydrazine, 3,5-dichlorophenylhydrazine, p-bromophenylhydrazine, 3,5-dibromophenylhydrazine, p-aminobenzonitrile, p-carboxyphenylhydrazine, p-cyanophenylhydrazine and p-nitrobenzonitrile; in addition, the first reaction solvent is not limited to at least one of a low-boiling point solvent including tetrahydrofuran, dioxane and acetonitrile.

[0027] In a preferred embodiment of the present invention, the acid-binding agent is triethylamine, and the hydrazide raw materials are p-aminobenzoic acid hydrazide and p-nitrobenzoic acid hydrazide. Specifically, in this embodiment, S1-1 is specifically as follows: 1.84 g, 10 mmol of cyanuric chloride is dissolved in 50 mL of dioxane, and the cyanuric chloride solution is slowly added to a mixed solution of 10.5 mmol of p-aminobenzoic acid hydrazide or p-nitrobenzoic acid hydrazide, 45 mol of triethylamine, and 150 mL of dioxane at 0-4°C, and stirred for 15 minutes.

[0028] The implementation scheme of S1-2 in the embodiment of the present invention is: Inert gas protection is introduced into the mixed solution, and under the inert gas protection condition, the mixed solution is heated to a set temperature, condensed and refluxed to react for 24±0.5h, and the obtained reaction product is washed, filtered and dried to prepare the hydrazine compound.

[0029] It should be noted that in S1-2, the reaction temperature for preparing the hydrazine compound is obtained by performing the condensation reflux reaction at the initial set temperature; the initial set temperature includes 60°C, 80°C, 100°C, 120°C and 140°C, and the hydrazine compound is the reaction product obtained by the condensation reflux reaction by washing multiple times with dioxane, tetrahydrofuran, anhydrous ethanol and deionized water, and then vacuum drying.

[0030] In a preferred embodiment of the present invention, the reaction temperature is 120°C. Specifically, S1-2 in this embodiment is as follows: under inert gas protection conditions, the mixed solution described in S1-1 is heated to 120°C, condensed and refluxed for 24±0.5h, and the reaction product obtained by the reaction is washed multiple times with dioxane, tetrahydrofuran, anhydrous ethanol and deionized water, and vacuum dried to obtain the hydrazine compound. The specific reaction equation is as follows: Figure 2 As shown in FIG. , it is a synthetic route diagram of TNHT and THAT in an embodiment of the present invention. Figure 2 Figure a shows the synthetic route of TNHT, and Figure b shows the synthetic route of THAT.

[0031] It is particularly noted that the hydrazine raw materials used in S1-1 are different, and the molecular formulas of the prepared hydrazine compounds are different. Figure 2 In Figure a, the hydrazine raw material added is p-nitrophenylhydrazine, and trinitrotriazinephenylhydrazine (TNHT) is prepared. In Figure b, the hydrazine raw material added is p-aminophenylhydrazine, and triaminotriazinephenylhydrazine (TAHT) is prepared. The infrared characterization structure of TNHT and THHT is shown in Figure 4. Figure 3 and Figure 4 As shown, Figure 3 FT-IR spectrum of TNHT in the embodiment of the present invention; Figure 4 This is the FT-IR spectrum of THAT in the embodiment of the present invention. It can be seen that the hydrazine compound prepared by S1 in the embodiment of the present invention is rich in a large number of hydrazine functional groups -NH-NH-.

[0032] In one implementation of the embodiment of the present invention, the above-mentioned S2 implementation process may include: S2-1, uniformly dispersing the hydrazine compound in the second reaction solvent and stirring for a predetermined time to prepare a reaction mixed solution; S2-2, adding the oxidant in batches to the reaction mixture solution prepared in S2-1, stirring and reacting for 5±0.5 hours to prepare the azo compound.

[0033] The implementation scheme of S2-1 in the embodiment of the present invention is: At 25±2° C., the hydrazine compound was added to tetrahydrofuran solvent and stirred for reaction for 30±5 minutes to prepare a reaction mixed solution.

[0034] The implementation scheme of S2-2 in the embodiment of the present invention is: At 30±4°C, under stirring conditions, the oxidant is added in batches to the reaction mixed solution prepared in S2-1, with an interval of 3 minutes for each batch addition. After the addition is completed, the reaction is continued for 5±0.5 hours. After the reaction is completed, the mixture is washed multiple times with dioxane, acetone, anhydrous ethanol and deionized water, and vacuum dried to obtain the azo compound. The oxidant includes: trichloroisocyanuric acid or N-bromosuccinimide.

[0035] In a preferred embodiment of the present invention, the best oxidant is N-bromosuccinimide, and S2 is specifically as follows: at 25±2°C, 0.264g, 0.5mmol THNT (or THAT) is added to 100mL tetrahydrofuran solution and stirred for 30±5min to prepare a reaction mixed solution. At 30±4°C, 3.05mmol N-bromosuccinimide is added in 5 times with stirring, each time with an interval of 3min. After the addition is completed, the reaction is continued for 5±0.5h. After the reaction is completed, the mixture is washed with dioxane, acetone, anhydrous ethanol and deionized water for multiple times, and trinitrotriazine azobenzene (TNDT) (or triaminotriazine azobenzene (TADT)) is obtained after vacuum drying. The reaction equation is as follows: Figure 5 As shown in FIG, it is the synthetic route of TNDT and THDT in the embodiment of the present invention, Figure 5 Figure a is the synthetic route of TNDT, and Figure b is the synthetic route of THDT.

[0036] The infrared characterization of the structure of TNDT and TADT is as follows Figure 6 and Figure 7 As shown, Figure 6 FT-IR spectrum of TNDT in the embodiment of the present invention; Figure 7 FT-IR spectrum of THDT in the embodiment of the present invention is shown in FIG. It can be seen that the azo compound prepared by using S2 in the embodiment of the present invention is rich in a large number of azo functional groups -N=N-.

[0037] It should be noted that the preparation method of the azo compound in S2 is not only applicable to small molecules containing -NH-NH-, but also to polymers containing -NH-NH-.

[0038] In one implementation of the present invention, S3 is illustrated using TNDT as an example. In a preferred embodiment of the present invention, after vacuum drying, TNDT: conductive agent: binder are mixed in a ratio of 6:3:1, coated on aluminum foil, and vacuum dried at 120°C to obtain an organic azo cathode material.

[0039] Based on the preparation methods of the high-voltage organic azo cathode materials provided in the above embodiments of the present invention, an embodiment of the present invention further provides a high-voltage organic azo cathode material, which is prepared by the preparation method of the high-voltage organic azo cathode material provided in any of the above embodiments of the present invention.

[0040] The high-voltage organic azo cathode material provided by the embodiment of the present invention is an organic azo cathode material including a triazine ring strong electron-withdrawing functional group and a nitro group strong electron-withdrawing functional group.

[0041] The high voltage organic azo cathode material provided by the present invention has a discharge voltage of up to 3.5 V (vs. Li) due to the presence of a strong electron-withdrawing functional group. + / Li), with an initial discharge capacity of up to 140.4 mAh g -1 , see Figure 8 As shown in Table 1, it can be seen that when the organic azo cathode material is used as a lithium battery cathode material, the organic lithium battery has good electrical performance.

[0042] Table 1 TNDT at 0.1 A g -1 Specific capacity under

[0043] The present invention provides a high-voltage organic azo cathode material and its preparation method. Using cyanuric chloride as a raw material, the hydrazine compounds trinitrotriazinylphenylhydrazine (TNHT) and triaminotriazinylphenylhydrazine (TAHT) are prepared through a hydrazide reaction. Using trichloroisocyanuric acid or N-bromosuccinimide as an oxidant, trinitrotriazinylazobenzene (TNDT) and triaminotriazinylazobenzene (TADT), electrochemically active in lithium batteries, are then prepared. This material is then mixed with a conductive additive and a binder in appropriate proportions to form an electrode sheet. When TNDT is used as a lithium-ion battery cathode material, the introduction of strong electron-withdrawing functional groups, such as the triazine ring and nitro groups, effectively increases the redox potential of the azo group in lithium-ion batteries.

[0044] It should be noted that the azo active group contained in the azo compound TADT prepared in S2 of the present invention can also store energy when used as a positive electrode material for a lithium-ion battery, but does not have a high discharge voltage.

[0045] Although the embodiments disclosed herein are as described above, the contents are merely provided to facilitate understanding of the present invention and are not intended to limit the present invention. Any person skilled in the art may make any modifications and variations in the form and details of the embodiments without departing from the spirit and scope of the present invention. However, the scope of patent protection of the present invention shall remain subject to the scope defined by the appended claims.

Claims

1. A method for preparing a high voltage organic azo cathode material, characterized in that: The following steps are involved: S1, mixing a cyanuric chloride raw material, a hydrazine raw material, an acid binding agent, and a first reaction solvent in a preset ratio, and stirring and heating to prepare a hydrazine compound; the hydrazine compound includes a hydrazine functional group -NH-NH-; S2, mixing the hydrazine compound, the oxidant, and the second reaction solvent in a preset ratio, and stirring to prepare an azo compound; the azo compound includes an azo functional group -N=N-; S3. Vacuum-drying the azo compound, adding a conductive agent and a binder to prepare a high-voltage organic azo cathode material.

2. The method for preparing a high voltage organic azo cathode material according to claim 1, wherein: Said S1 comprises: S1-1, dissolving the cyanuric chloride raw material in the first reaction solvent to obtain a cyanuric chloride solution, and adding the cyanuric chloride solution dropwise to a mixture of the hydrazine raw material, the acid binding agent and the first reaction solvent to prepare a mixed solution; S1-2, introducing an inert gas into the mixed solution for protection, and heating the mixed solution to a set temperature to prepare the hydrazine compound.

3. The method for preparing a high voltage organic azo cathode material according to claim 2, wherein: The S1-1 specifically includes: First, the cyanuric chloride raw material powder is dissolved in the first reaction solvent. The cyanuric chloride solution is slowly added to the mixture of the hydrazine raw material, the acid binding agent and the first reaction solvent at 0-4°C and stirred for 15 minutes.

4. The method for preparing a high voltage organic azo cathode material according to claim 2, wherein: Said S1-2 specifically includes: Inert gas protection is introduced into the mixed solution, and under the inert gas protection condition, the mixed solution is heated to a set temperature, condensed and refluxed to react for 24±0.5h, and the obtained reaction product is washed, filtered and dried to prepare the hydrazine compound.

5. The method for preparing a high voltage organic azo cathode material according to claim 2, wherein: In S1-1, the acid-binding agent is triethylamine, and the hydrazine-based raw material is at least one of p-methylphenylhydrazine, 1-naphthylhydrazine, 3-hydrazineaniline, (4-fluorophenyl)hydrazine, 3,5-difluorophenylhydrazine, 2,4-difluorophenylhydrazine, p-chlorophenylhydrazine, (3-chlorophenyl)hydrazine, 3,5-dichlorophenylhydrazine, p-bromophenylhydrazine, 3,5-dibromophenylhydrazine, p-aminobenzonitrile, p-carboxyphenylhydrazine, p-cyanophenylhydrazine and p-nitrophenylnitrile; The first reaction solvent is not limited to at least one of low boiling point solvents including tetrahydrofuran, dioxane and acetonitrile.

6. The method for preparing a high voltage organic azo cathode material according to claim 4, wherein: In S1-2, the reaction temperature for preparing the hydrazine compound is obtained by performing a condensation reflux reaction at an initial set temperature; the initial set temperature includes 60°C, 80°C, 100°C, 120°C and 140°C, and the hydrazine compound is prepared by washing the reaction product obtained by the condensation reflux reaction with dioxane, tetrahydrofuran, anhydrous ethanol and deionized water multiple times and vacuum drying.

7. The method for preparing a high voltage organic azo cathode material according to claim 1, wherein: The S2 specifically includes: S2-1, uniformly dispersing the hydrazine compound in a second reaction solvent, stirring for a preset time, to prepare a reaction mixed solution; S2-2, adding the oxidant in batches to the reaction mixture solution prepared in S2-1, stirring and reacting for 5±0.5 hours to prepare the azo compound.

8. The method for preparing a high voltage organic azo cathode material according to claim 7, wherein: The S2-1 specifically includes: At 25±2° C., the hydrazine compound was added to tetrahydrofuran solvent and stirred for reaction for 30±5 minutes to prepare a reaction mixed solution.

9. The method for preparing a high voltage organic azo cathode material according to claim 7, wherein: The S2-2 specifically includes: At 30±4°C, under stirring conditions, the oxidant is added in batches to the reaction mixed solution prepared in S2-1, with an interval of 3 minutes for each batch addition. After the addition is completed, the reaction is continued for 5±0.5 hours. After the reaction is completed, the mixture is washed multiple times with dioxane, acetone, anhydrous ethanol and deionized water, and vacuum dried to obtain the azo compound. The oxidant includes: trichloroisocyanuric acid or N-bromosuccinimide.

10. A high voltage organic azo cathode material, characterized in that: The high-voltage organic azo cathode material is prepared by the method for preparing a high-voltage organic azo cathode material according to any one of claims 1 to 9; Wherein, the high-voltage organic azo cathode material is an organic azo cathode material including a triazine ring strong electron-withdrawing functional group and a nitro strong electron-withdrawing functional group.

Images