CN111326349A - PIM-1 loaded polypyrrole composite material, and preparation method and application thereof - Google Patents

PIM-1 loaded polypyrrole composite material, and preparation method and application thereof Download PDF

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CN111326349A
CN111326349A CN202010140189.XA CN202010140189A CN111326349A CN 111326349 A CN111326349 A CN 111326349A CN 202010140189 A CN202010140189 A CN 202010140189A CN 111326349 A CN111326349 A CN 111326349A
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pim
composite material
polypyrrole composite
heating
loaded
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黄爱生
岳文哲
刘传耀
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East China Normal University
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    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
    • H01G11/22—Electrodes
    • H01G11/24—Electrodes characterised by structural features of the materials making up or comprised in the electrodes, e.g. form, surface area or porosity; characterised by the structural features of powders or particles used therefor
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/0605—Polycondensates containing five-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
    • C08G73/0611—Polycondensates containing five-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with only one nitrogen atom in the ring, e.g. polypyrroles
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
    • H01G11/22—Electrodes
    • H01G11/26—Electrodes characterised by their structure, e.g. multi-layered, porosity or surface features
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
    • H01G11/22—Electrodes
    • H01G11/30—Electrodes characterised by their material
    • H01G11/32—Carbon-based
    • H01G11/34—Carbon-based characterised by carbonisation or activation of carbon
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
    • H01G11/22—Electrodes
    • H01G11/30—Electrodes characterised by their material
    • H01G11/48—Conductive polymers
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/13—Energy storage using capacitors

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  • Engineering & Computer Science (AREA)
  • Power Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Materials Engineering (AREA)
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  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Electric Double-Layer Capacitors Or The Like (AREA)

Abstract

The invention discloses a PIM-1 loaded polypyrrole composite material, a preparation method and application thereof, wherein the preparation method comprises the following steps: a) under the atmosphere of inert nitrogen, heating, mixing and stirring tetrafluoroterephthalonitrile, 5',6,6' -tetrahydroxy-3, 3,3',3' -tetramethyl-1, 1' -spirobiindane, DMF and a potassium carbonate solution, cooling, adding water, washing with chloroform, 1, 4 dioxane, tetrahydrofuran and acetone, and drying at 110 ℃ for 24 hours to obtain PIM-1; b) heating the obtained bright yellow powder to 600 ℃ at the heating rate of 5 ℃/min, and calcining for 3 h in the nitrogen atmosphere to obtain a porous carbon material; c) preparing a porous carbon material into an electrode slice, putting the electrode slice into a dilute sulfuric acid aqueous solution in which pyrrole is dissolved, loading a voltage of 0.2-0.8V, and carrying out electrodeposition for 5-10 min to prepare the PIM-1 loaded polypyrrole composite material. The material applied to the super capacitor shows specific capacitance as high as 4579F/g and good rate characteristics, and is a very potential super capacitor material.

Description

PIM-1 loaded polypyrrole composite material, and preparation method and application thereof
Technical Field
The invention relates to synthesis of a porous composite carbon material, in particular to preparation of a polypyrrole and intrinsic microporous polymer composite material, and specifically relates to an electrochemical deposition polypyrrole composite intrinsic microporous polymer material, and a preparation method and application thereof.
Background
With the rapid development of social economy, the reserves of non-renewable energy sources such as coal, petroleum, natural gas and the like are continuously reduced, the problems of energy shortage, greenhouse effect, ecological damage and the like are brought, and the living environment of human beings is damaged. Fossil fuels produce toxic gases (e.g., SO) when used2) And greenhouse gas CO2This can cause environmental damage, global warming, and threaten the global ecological balance. Therefore, the research and development requirements of new energy sources such as solar energy, wind energy, hydrogen energy and the like are increasingly urgent, and the development of low-cost, clean and renewable alternative energy sources becomes an important way for relieving the energy pressure of the world. Renewable clean energy is generally dispersed and fluctuated, and is inconvenient in practical application. In order to ensure that these renewable energy sources can effectively enter people's daily lives, they need to be stored and then utilized. Therefore, the large-scale development of energy storage equipment with environmental protection, good performance and low cost is an urgent need for social development and progress.
Energy storage devices have a very important position in modern society, and increasingly popular portable electronic devices, electric automobiles and the like put higher demands on the performance of the energy storage devices. Super capacitors have attracted much attention in recent years due to their advantages of high power density, long cycle life, safety, environmental protection, etc. The electrode material is an important factor influencing the comprehensive performance of the super capacitor, and the super capacitor can be divided into a double electric layer capacitor and a pseudo capacitor according to different energy storage mechanisms. The electrode materials used for the electric double layer capacitor are mostly porous carbon materials (such as activated carbon graphene and the like); the pseudo capacitor is also called a Faraday quasi capacitor, the electrode materials of the pseudo capacitor are mainly metal oxide and conductive polymer, and the effective combination of the materials can optimize the electrochemical performance of the materials.
In recent years, a new class of high free volume polymers has been developed, known as "intrinsically microporous polymers" (PIMs). PIMs have fused ring structures with trapezoidal structures interrupted by contortions. These structural features prevent the polymer from effectively filling the space in the solid state, its high free volume and microporosity (effective pore size <2 nm). The PIM prototype membrane is called PIM-1, with high permeability and good selectivity.
Polypyrrole (PPy) has received much attention as an electrode material having pseudo-capacitive properties due to its high conductivity, low cost and good redox reversibility. However, in the long-term electrochemical use process of polypyrrole, the volume of polypyrrole can undergo large expansion and contraction, which results in structural damage and collapse, reduces the electrochemical stability of polypyrrole, and hinders the application of polypyrrole in supercapacitors. In order to compensate for the above drawbacks, the development of modified composite materials to improve the performance of polypyrrole-based supercapacitors is urgently needed.
Disclosure of Invention
The invention aims to provide a PIM-1 loaded polypyrrole composite material, a preparation method and application thereof, aiming at the defects in the prior art, the PIM-1 carbide is used as a material for preparing an electrode slice, PPy is deposited by an electrochemical method to obtain the PIM-1 loaded polypyrrole composite material PPy @ PIM-1@ Ni foam, the PIM-1 loaded polypyrrole composite material has excellent electrochemical performance and cycle stability, and the related preparation method is simple and easy to control, and is suitable for popularization and application.
In order to achieve the purpose, the invention adopts the technical scheme that:
a preparation method of a PIM-1 loaded polypyrrole composite material comprises the following specific steps:
step 1: under the atmosphere of inert nitrogen, adding tetrafluoroterephthalonitrile and 5,5',6,6' -tetrahydroxy-3, 3,3',3' -tetramethyl-1, 1' -spirobiindan into DMF, and then adding potassium carbonate; heating and stirring at 60 ℃ for reaction for 12 hours to prepare a porous polymer material PIM-1; wherein, the mass ratio of the substances is tetrafluoroterephthalonitrile to 5,5',6,6' -tetrahydroxy-3, 3,3',3' -tetramethyl-1, 1' -spirobiindane to DMF to potassium carbonate is 1: 2500: 75;
step 2: putting PIM-1 in a covered porcelain boat, heating to 600 ℃ in a tubular furnace at a heating rate of 5 ℃/min in a nitrogen atmosphere, keeping for 4h, and naturally cooling to obtain black powder which is a porous carbon material;
and step 3: putting the porous carbon material obtained in the step 2, the acetylene black and the polyvinylidene fluoride PVDF into a mortar together according to the mass ratio of 8: 1, dropwise adding analytically pure N-methyl pyrrolidone NMP into the mortar, grinding the materials into slurry, dropwise coating the slurry into the area of treated foamed nickel 2/3, placing the slurry at 60 ℃ for 12 hours for drying, and finally pressurizing the slurry on a tablet press to 10MPa to obtain a PIM-1 foamed nickel electrode slice;
and 4, step 4: placing the electrode slice prepared in the step 3 in a mixed solution composed of pyrrole, sulfuric acid and deionized water, loading a voltage of 0.2-0.8V, and carrying out electrodeposition for 5-10 min to prepare the PIM-1 loaded polypyrrole composite material, which is marked as PPy @ PIM-1@ Ni foam; wherein the mass ratio of the substances is porous carbon material, pyrrole, sulfuric acid and deionized water is 1: 100: 200: 1000.
And (3) treating the foamed nickel: cutting the foamed nickel into a rectangle, ultrasonically soaking in HCL with the concentration of 6M for 20min, then ultrasonically cleaning with deionized water and ethanol for 20min, and drying in an oven at 60 ℃ for 24 h.
The PIM-1 loaded polypyrrole composite material prepared by the method.
An application of the PIM-1 loaded polypyrrole composite material as a supercapacitor electrode material.
The PIM-1 loaded polypyrrole composite material has the specific capacitance of 4579F/g, has the characteristics of high specific capacity, good cycle performance, stable structure and the like, and is an excellent energy storage material.
The invention has the beneficial effects that:
the composite material prepared by the invention effectively compounds PIM-1 and PPy by using an electrochemical deposition method.
The composite material prepared by the invention is applied as a supercapacitor electrode material, combines the advantages of a double electric layer supercapacitor and a pseudocapacitance supercapacitor, and can effectively improve the electrochemical conductivity of PIM-1; in addition, the composite material obtained by the invention is suitable for the fields of supercapacitors and the like.
Drawings
FIG. 1 is a SEM photograph of a composite material obtained in example 1 of the present invention;
FIG. 2 is a cyclic voltammogram of a composite material prepared in example 1 of the present invention;
FIG. 3 is a constant current charging and discharging time-voltage curve diagram of the composite material prepared in example 1 of the present invention at different current densities;
FIG. 4 shows EIS spectra before and after charging and discharging of the composite material prepared in example 1 of the present invention.
Detailed Description
The invention is further illustrated with reference to the following figures and examples.
Example 1
(1) Under an inert nitrogen atmosphere, 6.02g of tetrafluoroterephthalonitrile and 10.25g of 5,5',6,6' -tetrahydroxy-3, 3,3',3' -tetramethyl-1, 1' -spirobiindane were added to 200ml of analytical DMF, and 10.25g of potassium carbonate was added until completely dissolved. Heating the solution at 60 ℃, stirring, reacting for 12 hours, cooling to room temperature after the reaction is finished, respectively washing with ultrapure water, chloroform, 1, 4-dioxane, tetrahydrofuran and acetone, and drying at 110 ℃ for 24 hours to obtain PIM-1;
(2) placing 0.5g PIM-1 in a covered porcelain boat, heating to 600 ℃ in a tubular furnace at a heating rate of 5 ℃/min in a nitrogen atmosphere, keeping for 4h, and naturally cooling to obtain black powder, namely the porous carbon material;
(3) pretreatment of foamed nickel: cutting foamed nickel into a rectangle, firstly ultrasonically soaking in 6M HCL for 20min, then ultrasonically cleaning with deionized water and ethanol for 20min, and drying in an oven at 60 ℃ for 24 h; putting PIM-1 powder, acetylene black and polyvinylidene fluoride (PVDF) into a mortar together according to the mass ratio of 8: 1, dropwise adding analytically pure N-methylpyrrolidone (NMP) into the mortar, grinding into slurry, dropwise coating the slurry into the area of treated foamed nickel 2/3, standing at 60 ℃ for 12 hours for drying, and finally pressurizing to 10MPa on a tablet press to obtain the PIM-1 foamed nickel electrode plate;
(4) and (3) placing the obtained PIM-1 carbide foamed nickel electrode plate into 20mL of 0.1mol/L dilute sulfuric acid aqueous solution in which 0.134g of pyrrole is dissolved, loading a voltage of 0.2-0.8V, and carrying out electrodeposition for 5-10 min to obtain the PIM-1 loaded polypyrrole composite material, which is marked as PPy @ PIM-1@ Ni foam. The SEM photograph is shown in FIG. 1, and it can be seen from the figure that the obtained composite material has fluffy structural pores and is uniformly distributed in the porous carbon material under the action of the direct-current electric field.
Performance detection
The specific capacitance values measured for the composite material prepared in example 1 are shown in table 1.
TABLE 1
Current Density (A/g) 1 2 5 10
Electrode capacitance (F/g) 4579 1632 816 329
FIG. 2 is a cyclic voltammogram of the composite prepared in example 1; the figure shows that a pair of redox peaks appear in the test curve under different sweep speeds, which indicates that the energy storage mechanism of the material is a pseudo-capacitance mechanism.
FIG. 3 is a plot of constant current charge and discharge time versus voltage for various current densities for the composite prepared in example 1; a pair of distinct platforms can be observed, corresponding to the redox process of the cyclic voltammogram during the charging and discharging process, and the specific capacity of the electrode can be calculated by a constant current charging and discharging curve to obtain the specific capacity shown in table 1.
FIG. 4 is an AC impedance spectrum of the composite material prepared in example 1 before and after charging and discharging; the internal resistance change before and after constant current charging and discharging is small, and the ideal capacitance performance is shown.
The data and the attached drawings show that the preparation method of the composite material has higher specific capacitance, so that the composite material has wide application prospect when being used as a super capacitor electrode material.
Although the above embodiments do not address the full scope of the disclosure with respect to the selection of parameters, in alternate embodiments, the invention can be practiced within the full scope of the disclosed parameters. The present invention is not limited to the above examples, and variations, additions, deletions, and substitutions which may be made by those skilled in the art within the spirit and scope of the present invention should also be considered as falling within the scope of the present invention.

Claims (5)

1. A preparation method of a PIM-1 loaded polypyrrole composite material is characterized by comprising the following specific steps:
step 1: under the atmosphere of inert nitrogen, adding tetrafluoroterephthalonitrile and 5,5',6,6' -tetrahydroxy-3, 3,3',3' -tetramethyl-1, 1' -spirobiindan into DMF, and then adding potassium carbonate; heating and stirring at 60 ℃ for reaction for 12 hours to prepare a porous polymer material PIM-1; wherein the mass ratio of the substances is tetrafluoroterephthalonitrile to 5,5',6,6' -tetrahydroxy-3, 3,3',3' -tetramethyl-1, 1' -spirobiindan to DMF to potassium carbonate = 1: 2500: 75;
step 2: putting PIM-1 in a covered porcelain boat, heating to 600 ℃ in a tubular furnace at a heating rate of 5 ℃/min in a nitrogen atmosphere, keeping for 4h, and naturally cooling to obtain black powder which is a porous carbon material;
and step 3: putting the porous carbon material obtained in the step 2, the acetylene black and the polyvinylidene fluoride PVDF into a mortar together according to the mass ratio of 8: 1, dropwise adding analytically pure N-methyl pyrrolidone NMP into the mortar, grinding the materials into slurry, dropwise coating the slurry into the area of treated foamed nickel 2/3, placing the slurry at 60 ℃ for 12 hours for drying, and finally pressurizing the slurry on a tablet press to 10MPa to obtain a PIM-1 foamed nickel electrode slice;
and 4, step 4: placing the electrode slice prepared in the step 3 in a mixed solution composed of pyrrole, sulfuric acid and deionized water, loading a voltage of 0.2-0.8V, and carrying out electrodeposition for 5-10 min to prepare the PIM-1 loaded polypyrrole composite material, which is marked as PPy @ PIM-1@ Ni foam; wherein the mass ratio of the substances is porous carbon material to pyrrole to sulfuric acid to deionized water = 1: 100: 200: 1000.
2. The method for preparing according to claim 1, characterized in that the treatment of the nickel foam: cutting the foamed nickel into a rectangle, ultrasonically soaking in HCL with the concentration of 6M for 20min, then ultrasonically cleaning with deionized water and ethanol for 20min, and drying in an oven at 60 ℃ for 24 h.
3. A PIM-1 loaded polypyrrole composite material prepared by the method of claim 1.
4. Use of the PIM-1 loaded polypyrrole composite material according to claim 3 as an electrode material of a supercapacitor.
5. The use of claim 4, wherein the PIM-1 loaded polypyrrole composite has a specific capacitance of 4579F/g.
CN202010140189.XA 2020-03-03 2020-03-03 PIM-1 loaded polypyrrole composite material, and preparation method and application thereof Pending CN111326349A (en)

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CN110676065A (en) * 2019-09-19 2020-01-10 华东师范大学 Metal crosslinked porous carbon material, and preparation method and application thereof
CN113912887A (en) * 2020-07-10 2022-01-11 南京理工大学 Preparation method of PTFE (polytetrafluoroethylene) hydrophilic porous ion selective membrane composite material
CN115228311A (en) * 2022-07-08 2022-10-25 大连理工大学 Preparation method of PIM-1 mixed matrix membrane based on amidoxime group modified UiO-66 material

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Publication number Priority date Publication date Assignee Title
CN110676065A (en) * 2019-09-19 2020-01-10 华东师范大学 Metal crosslinked porous carbon material, and preparation method and application thereof
CN110676065B (en) * 2019-09-19 2021-05-07 华东师范大学 Metal crosslinked porous carbon material, and preparation method and application thereof
CN113912887A (en) * 2020-07-10 2022-01-11 南京理工大学 Preparation method of PTFE (polytetrafluoroethylene) hydrophilic porous ion selective membrane composite material
CN113912887B (en) * 2020-07-10 2024-03-15 南京理工大学 Preparation method of PTFE hydrophilic porous ion selective membrane composite material
CN115228311A (en) * 2022-07-08 2022-10-25 大连理工大学 Preparation method of PIM-1 mixed matrix membrane based on amidoxime group modified UiO-66 material
CN115228311B (en) * 2022-07-08 2024-02-02 大连理工大学 Preparation method of PIM-1 mixed matrix membrane based on amidoxime group modified UiO-66 material

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