CN116082345A - PMDQ, NTDQ, PTDQ and preparation method and application thereof - Google Patents

PMDQ, NTDQ, PTDQ and preparation method and application thereof Download PDF

Info

Publication number
CN116082345A
CN116082345A CN202310197202.9A CN202310197202A CN116082345A CN 116082345 A CN116082345 A CN 116082345A CN 202310197202 A CN202310197202 A CN 202310197202A CN 116082345 A CN116082345 A CN 116082345A
Authority
CN
China
Prior art keywords
pmdq
ptdq
ntdq
tetracarboxylic dianhydride
diaminoanthraquinone
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN202310197202.9A
Other languages
Chinese (zh)
Inventor
曾荣华
邓欢
邓晓桐
梁家莹
程春妮
陈翔
罗一帆
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
South China Normal University
Original Assignee
South China Normal University
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by South China Normal University filed Critical South China Normal University
Priority to CN202310197202.9A priority Critical patent/CN116082345A/en
Publication of CN116082345A publication Critical patent/CN116082345A/en
Pending legal-status Critical Current

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/06Peri-condensed systems
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M10/00Secondary cells; Manufacture thereof
    • H01M10/05Accumulators with non-aqueous electrolyte
    • H01M10/052Li-accumulators
    • H01M10/0525Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00Electrodes
    • H01M4/02Electrodes composed of, or comprising, active material
    • H01M4/36Selection of substances as active materials, active masses, active liquids
    • H01M4/60Selection of substances as active materials, active masses, active liquids of organic compounds
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00Electrodes
    • H01M4/02Electrodes composed of, or comprising, active material
    • H01M2004/026Electrodes composed of, or comprising, active material characterised by the polarity
    • H01M2004/028Positive electrodes
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/10Energy storage using batteries

Abstract

The invention belongs to the technical field of lithium ion battery materials, and discloses PMDQ, NTDQ, PTDQ as well as a preparation method and application thereof. The preparation method comprises the following steps: respectively adding pyromellitic dianhydride, 1,4,5, 8-naphthalene tetracarboxylic dianhydride and perylene tetracarboxylic dianhydride into a solvent, stirring and dissolving uniformly, heating, then adding 2, 6-diaminoanthraquinone, stirring and refluxing for reaction, wherein the molar ratio of the pyromellitic dianhydride, 1,4,5, 8-naphthalene tetracarboxylic dianhydride or perylene tetracarboxylic dianhydride to the 2, 6-diaminoanthraquinone is 1:2-2.5, and cleaning and drying the product to obtain PMDQ, NTDQ, PTDQ respectively. According to the invention, the carboxylic dianhydride compound and the diaminoanthraquinone react under the condition that the molar ratio reaches 1:2, and the obtained product has anthraquinone structures at two ends, so that the electrochemical performance of the product is further integrally improved compared with that of a linear polymer when the product is used for a lithium ion battery anode material.

Description

PMDQ, NTDQ, PTDQ and preparation method and application thereof
Technical Field
The invention belongs to the technical field of lithium ion battery materials, and particularly relates to PMDQ, NTDQ, PTDQ and a preparation method and application thereof.
Background
With the progress of society and the rapid development of economy, people have increasingly depended on energy and demand. In recent years, the lithium ion battery has the advantages of high specific energy, high energy storage efficiency, long cycle life, wide working temperature range, safety, reliability and the like, and is widely applied to electronic equipment, industrial fields and aerospace fields. Due to the shortage of mineral resources and the deterioration of ecological environment, organic materials with flexible structural design, large specific capacity, high energy density and environmental friendliness are gradually focused on by researchers of electrode materials of lithium ion batteries. Among them, carbonyl compounds have been widely explored by researchers because of their high capacity and rapid kinetics. Quinone is an important component in carbonyl compounds, and the quinone compounds have the advantages of large theoretical specific capacity, strong electrochemical reversibility, structural diversity and the like, and have great potential of realizing high-rate capacity and long-term circulation stability. Quinone electrodes are generally not limited by ion selection, making quinone and its derivatives promising candidate electrode materials for high performance electrochemical energy storage devices. However, small molecular quinones are easy to dissolve in the electrolyte, and have the defects of electrode material loss, low conductivity, poor cycle performance and the like.
Patent CN104810522a discloses an organic positive electrode active material obtained by polymerizing two materials having an oxidation active site. The material not only has more redox pairs, but also has higher molecular weight, and solves the problem of dissolution of small organic molecules. The material can be applied to the preparation of alkali metal ion batteries or alkaline earth metal ion batteries.
Patent CN106328949a discloses an organic electrode material comprising an anhydride moiety and an electrochemically active diamine moiety, wherein the anhydride is one or more of pyromellitic dianhydride, naphthalene tetracarboxylic dianhydride or perylene tetracarboxylic dianhydride; the diamine is one or two of 2, 6-diamino anthraquinone and 1, 4-diamino-2, 3-dicyanoanthraquinone. The organic electrode material can be applied to sodium ion batteries, the voltage of the material is improved, and the capacity of the material is increased by increasing the electrochemical active center of the material.
However, the organic electrode materials are all linear polymers obtained under the condition that the raw material ratio is about 1:1, and the application effect of the organic electrode materials in lithium ion battery materials still has room for further improvement.
Disclosure of Invention
In view of the above drawbacks and shortcomings of the prior art, a primary object of the present invention is to provide a method for preparing PMDQ, NTDQ, PTDQ. The applicant has surprisingly found that when the molar ratio of carboxylic dianhydride compound to diaminoanthraquinone reaches 1:2, the obtained product with anthraquinone structure at both ends has more excellent electrochemical properties than the application of linear polymer as positive electrode material of lithium ion battery.
Another object of the present invention is to provide PMDQ, NTDQ, PTDQ prepared by the above method.
It is still another object of the present invention to provide the use of PMDQ, NTDQ, PTDQ as a positive electrode material for lithium ion batteries.
The invention aims at realizing the following technical scheme:
a method for preparing PMDQ, NTDQ, PTDQ, comprising the following preparation steps:
and respectively adding pyromellitic dianhydride, 1,4,5, 8-naphthalene tetracarboxylic dianhydride and perylene tetracarboxylic dianhydride into a solvent, stirring and dissolving uniformly, heating, then adding 2, 6-diaminoanthraquinone, stirring and refluxing for reaction, wherein the molar ratio of the pyromellitic dianhydride, 1,4,5, 8-naphthalene tetracarboxylic dianhydride or perylene tetracarboxylic dianhydride to the 2, 6-diaminoanthraquinone is 1:2-2.5, and cleaning and drying the products to respectively obtain 2, 6-bis (6-amino-9, 10-dioxy-9, 10-dihydro anthracene-2-yl) pyrrolo [4,3-f ] isoindole-1, 3,5, 7-tetraketone (PMDQ), 2, 7-bis (6-amino-9, 10-dihydro anthracene-2-yl) -1,2,3,6,7, 8-hexahydroisoquinolin [6,5,4-def ] isoquinoline-1, 3, 6-f ] isoquinoline-1, 6-f) and (52-dihydro-5, 7-tetralin-1, 3-f) pyrido [4,3-f ] isoindole-3, 5, 7-tetralin (PMDQ), 2, 7-bis (6-amino-9, 10-dihydro anthracene-2-yl) -1,2,3,6,7, 8-hexahydroisoquinolin [6, 4-def ] isoquinoline-6, 4-d [6, 6-5-d [ 62 ', 62-2-dihydro-5-6-d ] isoquinoline-2', 52-2-d ] pyrido [ 52.
Further preferably, the solvent is N, N-dimethylformamide.
Further preferably, the molar ratio of pyromellitic dianhydride, 1,4,5, 8-naphthalene tetracarboxylic dianhydride or perylene tetracarboxylic dianhydride to 2, 6-diaminoanthraquinone is added at 1:2.
Further preferably, the heating temperature is 120 to 160 ℃.
Further preferably, the stirring reflux reaction is performed under N 2 The reaction is carried out under the protection condition, and the stirring reflux reaction time is 1-10 days.
Further preferably, the washing means washing with methanol and acetone; the drying is to dry for 10 to 24 hours at the temperature of 40 to 80 ℃.
PMDQ, NTDQ, PTDQ, which is prepared by the method, has the following structural formulas:
Figure BDA0004107594720000031
the PMDQ, NTDQ, PTDQ is applied as a positive electrode material of a lithium ion battery.
Further, the application steps are as follows: and (3) respectively mixing PMDQ, NTDQ, PTDQ with acetylene black and polyvinylidene fluoride, grinding, adding a solvent, ball milling, coating the obtained paste on an aluminum foil, and drying to obtain the anode of the lithium ion battery.
Preferably, the mass ratio of PMDQ, NTDQ or PTDQ to acetylene black and polyvinylidene fluoride mixed grinding is 50:40:10.
Preferably, the solvent for ball milling is N-methylpyrrolidone.
Preferably, the drying means drying in a drying oven at 80 ℃.
Preferably, the content of the PMDQ, NTDQ or PTDQ active substance is 2-5 mg.
Compared with the prior art, the invention has the beneficial effects that:
(1) According to the invention, three organic acid anhydrides are respectively reacted with 2, 6-diaminoanthraquinone in a reflux way to synthesize PMDQ, NTDQ, PTDQ, so that the synthesis method is simple and feasible, complicated processing steps and high requirements on equipment in other synthesis technologies are avoided, the cost is low, the yield is high, and the method is energy-saving and environment-friendly.
(2) PMDQ, NTDQ, PTDQ prepared by the method has a block structure and is relatively uniform in synthesis.
(3) According to the invention, the carboxylic dianhydride compound and the diaminoanthraquinone react under the condition that the molar ratio reaches 1:2, the electron conductivity of the product is improved by reacting with 2, 6-diaminoanthraquinone, the obtained product has a anthraquinone structure at two ends, and compared with the linear polymer used for the anode material of the lithium ion battery, the product has higher conductivity, is not easy to dissolve in electrolyte, has better cycle performance, and further integrally improves the electrochemical performance of the lithium ion battery.
Drawings
FIG. 1 is an SEM image of PMDQ, NTDQ, PTDQ of example 1 at various magnifications;
FIG. 2 is an XRD pattern of PMDQ, NTDQ, PTDQ obtained in example 1;
FIG. 3 is a TGA graph of PMDQ, NTDQ, PTDQ obtained in example 1;
FIG. 4 is a cyclic voltammogram of the PMDQ, NTDQ, PTDQ electrode obtained in example 1;
FIG. 5 is a graph showing charge and discharge at a current density of 0.1C for the PMDQ, NTDQ, PTDQ electrode obtained in example 1;
FIG. 6 is a graph showing the cycle performance of the PMDQ, NTDQ, PTDQ electrode obtained in example 1.
Detailed Description
The present invention will be described in further detail with reference to examples and drawings, but embodiments of the present invention are not limited thereto.
Example 1
0.22g of pyromellitic dianhydrideFormic acid dianhydride, 0.27g of 1,4,5, 8-naphthalene tetracarboxylic acid dianhydride and 0.39g of perylene tetracarboxylic acid dianhydride are respectively added into 40ml of DMF and are stirred and dissolved uniformly, the mixture is heated to 140 ℃, 0.48g of 2, 6-diaminoanthraquinone is respectively added into three solutions, and the mixture is treated by the reaction under N 2 Reflux was carried out under stirring for 7 days in an atmosphere, and the product was washed with methanol and acetone and dried at 60℃for 12 hours to give PMDQ, NTDQ, PTDQ, respectively.
SEM images of PMDQ, NTDQ, PTDQ obtained in this example at different magnifications are shown as a, b, and c in fig. 1, respectively. SEM images showed PMDQ, NTDQ, PTDQ to have a block structure.
The XRD pattern and TGA pattern of PMDQ, NTDQ, PTDQ obtained in this example are shown in FIGS. 2 and 3, respectively, showing that PMDQ, NTDQ, PTDQ is an organic quinone compound having a crystal structure and has good heat resistance.
Application performance test of PMDQ, NTDQ, PTDQ obtained in this example as positive electrode of lithium ion battery:
(1) The PMDQ, NTDQ, PTDQ obtained in this example was milled with acetylene black and polyvinylidene fluoride in a mass ratio of 50:40:10 in an agate mortar for 30min, respectively, the mixture was poured into an agate ball-milling pot, and an appropriate amount of N-methylpyrrolidone was added dropwise for ball milling for 4 hours. The obtained paste was coated on an aluminum foil, which was then put in a drying oven to be dried at 80 c for about 12 hours, and cut into a wafer, and dried in a vacuum drying oven to obtain a working electrode. PMDQ, NTDQ, PTDQ the contents of active substances are about 4mg each.
(2) Adopting a two-electrode system, wherein the working electrode prepared in the step (1) is a positive electrode, the lithium sheet is a negative electrode, the Celgard2300 microporous film is a diaphragm, and the 1MLiPF 6 EC+DMC solution (V EC :V DMC =1:1) is an electrolyte, and the assembly of the coin cell was performed in a glove box filled with argon.
(3) And (3) testing the battery obtained in the step (2) by using a cyclic voltammetry method, wherein the test condition parameters are as follows: the scanning speed is 0.1mV/s, and the scanning potential range is 1-4V.
(4) Performing constant current charge and discharge test on the battery obtained in the step (2), wherein the test condition parameters are as follows: constant current charging current density is 0.1C, and charging and discharging potential range is 1-4V. All charge and discharge performance tests were performed at room temperature.
Through testing, cyclic voltammograms of the obtained PMDQ, NTDQ, PTDQ electrode are shown as a, b and c in fig. 4, and two groups of reduction peaks of 1.72V and 1.87 of PMDQ can be obtained from (a) in fig. 4, and the corresponding two groups of oxidation peaks are located at 1.99V and 2.10V; from FIG. 4 (b), it can be seen that there are two sets of reduction peaks at 1.75V and 2.20 for NTDQ, corresponding to two sets of oxidation peaks at 2.12V and 2.80V; from FIG. 4 (c), it can be seen that PTDQ has two sets of reduction peaks at 1.65V and 1.80V, corresponding to two sets of oxidation peaks at 1.86V and 2.32V; PMDQ, NTDQ, PTDQ, the coincidence of the three latter circles is good, which indicates that the circulation capacity is stable. The charge-discharge curve of PMDQ, NTDQ, PTDQ electrode at 0.1C current density is shown in FIG. 5, and the PMDQ at 50 mAh.g can be obtained from FIG. 5 -1 The specific discharge capacity of the first cycle was 172mAh g at the current density of (3) -1 Attenuation after 200 cycles is 120 mAh.g -1 The method comprises the steps of carrying out a first treatment on the surface of the NTDQ is 200 mAh.g -1 The specific discharge capacity of the first cycle at the current density of (2) was 190mAh g -1 Attenuation after 200 cycles is 155 mAh.g -1 The method comprises the steps of carrying out a first treatment on the surface of the PTDQ at 50 mAh.g -1 The specific discharge capacity of the first turn at a current density of 287 mAh.g -1 Attenuation after 200 cycles is 195 mAh.g -1 . The cycle performance curves of PMDQ, NTDQ, PTDQ electrodes are shown as a, b and c in FIG. 6, respectively, and the PMDQ of 50 mAh.g can be obtained from (a) in FIG. 6 -1 At a current density, the initial capacity was 160 mAh.g -1 The circulation is 200 circles and 120 mAh.g -1 The method comprises the steps of carrying out a first treatment on the surface of the From FIG. 6 (b), it can be seen that NTDQ is 200 mAh.g -1 The initial capacity at the current density was 190 mAh.g -1 150 mAh.g after 200 circles -1 From FIG. 6 (c), it can be seen that PTDQ is 50 mAh.g -1 At current density, the initial capacity is 275 mAh.g -1 220 mAh.g after 100 circles -1 . From the above results, it can be seen that the PMDQ, NTDQ, PTDQ electrode obtained by the present invention has good electrochemical properties.
Example 2
0.22g of pyromellitic dianhydride, 0.27g of 1,4,5, 8-naphthalene tetracarboxylic dianhydride and 0.39g of perylene tetracarboxylic dianhydride are respectively added into 40ml of DMF and stirred for dissolutionUniformly heating to 120deg.C, adding 0.60g of 2, 6-diaminoanthraquinone into three solutions respectively, and adding into N 2 Reflux was carried out under stirring for 7 days in an atmosphere, and the product was washed with methanol and acetone and dried at 40℃for 10 hours to give PMDQ, NTDQ, PTDQ, respectively.
The application performance test result of PMDQ, NTDQ, PTDQ obtained in this example as a positive electrode material for a lithium ion battery was substantially the same as in example 1, and is not merely illustrative.
Example 3
0.22g of pyromellitic dianhydride, 0.27g of 1,4,5, 8-naphthalene tetracarboxylic dianhydride and 0.39g of perylene tetracarboxylic dianhydride are respectively added into 40ml of DMF and are stirred and dissolved uniformly, the mixture is heated to 160 ℃, 0.52g of 2, 6-diaminoanthraquinone is respectively added into the three solutions, and the mixture is prepared into a mixture of N 2 Reflux was carried out under stirring for 7 days in an atmosphere, and the product was washed with methanol and acetone and dried at 80℃for 24 hours, yielding PMDQ, NTDQ, PTDQ, respectively.
The application performance test result of PMDQ, NTDQ, PTDQ obtained in this example as a positive electrode material for a lithium ion battery was substantially the same as in example 1, and is not merely illustrative.
Comparative example 1
In this comparative example, compared with example 1, the molar ratio of pyromellitic dianhydride, 1,4,5, 8-naphthalene tetracarboxylic dianhydride, perylene tetracarboxylic dianhydride and 2, 6-diaminoanthraquinone is 1:1, and the specific steps are as follows:
0.22g of pyromellitic dianhydride, 0.27g of 1,4,5, 8-naphthalene tetracarboxylic dianhydride and 0.39g of perylene tetracarboxylic dianhydride are respectively added into 40ml of DMF and are stirred and dissolved uniformly, the mixture is heated to 140 ℃, 0.24g of 2, 6-diaminoanthraquinone is respectively added into the three solutions, and the mixture is prepared into a mixture of N 2 Stirring and refluxing for 7 days under atmosphere, washing the product with methanol and acetone, and drying at 60 ℃ for 12 hours to obtain the products PMDQ-1, NTDQ-1 and PTDQ-1 respectively.
The product obtained in this comparative example was tested for its application as a positive electrode material for lithium ion batteries as in example 1, and the result showed that PMDQ-1 was found to be at 50 mAh.g -1 The initial capacity at current density was 130 mAh.g -1 The circulation is 200 circles and also 110 mAh.g -1 The method comprises the steps of carrying out a first treatment on the surface of the NTDQ-1 at 200 mAh.g -1 At a current density, the initial capacity was 160 mAh.g -1 Cycling 200 circlesAlso 50 mAh.g -1 The method comprises the steps of carrying out a first treatment on the surface of the PTDQ-1 at 50 mAh.g -1 The initial capacity at current density was 139 mAh.g -1 The cycle is 100, and the number of times of the cycle is 135 mAh.g -1 . From the results, the electrochemical performance of the linear polymer obtained by the reaction of the carboxylic dianhydride compound and the diaminoanthraquinone under the condition of 1:1 is further obviously improved compared with the product obtained by the reaction of the carboxylic dianhydride compound and the diaminoanthraquinone under the condition of 1:2, and particularly, the PTDQ effect is particularly obvious. The reason for this may be that the product obtained under the condition of 1:2 has anthraquinone structures at two ends, compared with the linear polymer, the conductive performance of the product used for the positive electrode material of the lithium ion battery is higher, the product is not easy to dissolve in electrolyte, the cycle performance is better, the electrochemical performance of the product is further improved as a whole, and the product containing perylene ring structure is further obviously improved compared with the product of benzene ring structure and naphthalene ring structure.
The above examples are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above examples, and any other changes, modifications, substitutions, combinations, and simplifications that do not depart from the spirit and principle of the present invention should be made in the equivalent manner, and the embodiments are included in the protection scope of the present invention.

Claims (10)

1. A method for preparing PMDQ, NTDQ, PTDQ, comprising the following steps:
respectively adding pyromellitic dianhydride, 1,4,5, 8-naphthalene tetracarboxylic dianhydride and perylene tetracarboxylic dianhydride into a solvent, stirring and dissolving uniformly, heating, then adding 2, 6-diaminoanthraquinone, stirring and refluxing for reaction, wherein the molar ratio of the pyromellitic dianhydride, 1,4,5, 8-naphthalene tetracarboxylic dianhydride or perylene tetracarboxylic dianhydride to the 2, 6-diaminoanthraquinone is 1:2-2.5, and cleaning and drying the product to obtain PMDQ, NTDQ, PTDQ respectively.
2. A method of preparing PMDQ, NTDQ, PTDQ according to claim 1, wherein the solvent is N, N-dimethylformamide.
3. The method of claim 1, wherein the molar ratio of pyromellitic dianhydride, 1,4,5, 8-naphthalene tetracarboxylic dianhydride or perylene tetracarboxylic dianhydride to 2, 6-diaminoanthraquinone is 1:2.
4. The method of claim 1, wherein the heating is performed at a temperature of 120 to 160 ℃.
5. The method of claim 1, wherein the stirring reflux reaction is performed on N 2 The reaction is carried out under the protection condition, and the stirring reflux reaction time is 1-10 days.
6. A method of preparing PMDQ, NTDQ, PTDQ according to claim 1, wherein the washing is performed with methanol and acetone; the drying is to dry for 10 to 24 hours at the temperature of 40 to 80 ℃.
7. PMDQ, NTDQ, PTDQ, obtainable by a process according to any one of claims 1 to 6.
8. Use of PMDQ, NTDQ, PTDQ as claimed in claim 7 as positive electrode material for lithium ion batteries.
9. The use of PMDQ, NTDQ, PTDQ as a positive electrode material for a lithium ion battery of claim 8, wherein said applying step comprises: and (3) respectively mixing PMDQ, NTDQ, PTDQ with acetylene black and polyvinylidene fluoride, grinding, adding a solvent, ball milling, coating the obtained paste on an aluminum foil, and drying to obtain the anode of the lithium ion battery.
10. The use of PMDQ, NTDQ, PTDQ as a positive electrode material for lithium ion batteries according to claim 9, wherein the mass ratio of PMDQ, NTDQ or PTDQ to acetylene black and polyvinylidene fluoride is 50:40:10; the ball-milling solvent is N-methyl pyrrolidone; drying refers to drying in a drying oven at 80 ℃; the content of the PMDQ, NTDQ or PTDQ active substance is 2-5 mg.
CN202310197202.9A 2023-03-03 2023-03-03 PMDQ, NTDQ, PTDQ and preparation method and application thereof Pending CN116082345A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202310197202.9A CN116082345A (en) 2023-03-03 2023-03-03 PMDQ, NTDQ, PTDQ and preparation method and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202310197202.9A CN116082345A (en) 2023-03-03 2023-03-03 PMDQ, NTDQ, PTDQ and preparation method and application thereof

Publications (1)

Publication Number Publication Date
CN116082345A true CN116082345A (en) 2023-05-09

Family

ID=86186972

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202310197202.9A Pending CN116082345A (en) 2023-03-03 2023-03-03 PMDQ, NTDQ, PTDQ and preparation method and application thereof

Country Status (1)

Country Link
CN (1) CN116082345A (en)

Similar Documents

Publication Publication Date Title
Xu et al. Poly (anthraquinonyl imide) as a high capacity organic cathode material for Na-ion batteries
Xu et al. Anthraquinone-based polyimide cathodes for sodium secondary batteries
Huang et al. A triphenylamine-based polymer with anthraquinone side chain as cathode material in lithium ion batteries
CN111261872B (en) Organic electrode material and preparation method and application thereof
CN110964198A (en) Polyimide material and preparation method and application thereof
CN104953123A (en) Large Pi system polyimide cross-linked polymer for negative electrode of lithium ion battery
CN108461752B (en) Triphenylamine polymer with side chain having conjugated carbonyl compound, preparation and application thereof
CN111205460B (en) Polyimide-structured organic Schiff base polymer lithium ion battery cathode material, and preparation method and application thereof
Chen et al. Study of multi-electron redox mechanism via electrochromic behavior in hexaazatrinaphthylene-based polymer as the cathode of lithium–organic batteries
Zhang et al. Poly (arylamine-imide) s Cathode Materials for Lithium-Ion Batteries with High Average Voltage and Long Cycle Life
CN112768766B (en) Lithium-sulfur battery electrolyte and application thereof
CN109265682B (en) Quick charge-discharge anode active material and preparation method and application thereof
CN106356513A (en) Preparation method for conducting polymer/sulfur compound anode material with sandwich structure
CN116082345A (en) PMDQ, NTDQ, PTDQ and preparation method and application thereof
CN113363575B (en) Sulfonic polymer eutectic solid electrolyte and preparation method thereof
CN111704717B (en) Novel organic negative electrode material of sodium ion battery based on azo polyimide
CN107522613B (en) Anthraquinone-2-cobalt carboxylate salt and preparation method and application thereof
CN112271293A (en) Preparation method of high-conductivity lithium iron phosphate cathode material
CN112072062A (en) Multi-carbonyl aza-condensed ring material for proton battery and preparation method of electrode thereof
CN111082055B (en) Application of bi-linked triphenylamine-imide polymer in preparation of lithium battery positive electrode
CN115974877B (en) Lithium ion battery anode material and preparation method thereof
CN114621255B (en) PTCDI2-2Se compound, preparation method thereof and application thereof in potassium ion battery
CN112111061B (en) Preparation method of polyimide and application of polyimide in water-based lithium ion battery
CN114479078B (en) Naphthalimide polymer, preparation method thereof and application thereof in lithium/sodium battery
CN115566260B (en) Polymer gel electrolyte and preparation method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination