CN106099057A - A kind of C10h402s2graphene composite material and preparation and application - Google Patents

A kind of C10h402s2graphene composite material and preparation and application Download PDF

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Publication number
CN106099057A
CN106099057A CN201610472811.0A CN201610472811A CN106099057A CN 106099057 A CN106099057 A CN 106099057A CN 201610472811 A CN201610472811 A CN 201610472811A CN 106099057 A CN106099057 A CN 106099057A
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composite material
preparation
graphene composite
graphene
dispersed
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陈小菊
曾荣华
杨小云
罗帆
罗一帆
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South China Normal University
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South China Normal University
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    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/02—Electrodes composed of, or comprising, active material
    • H01M4/36—Selection of substances as active materials, active masses, active liquids
    • H01M4/362—Composites
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M10/00—Secondary cells; Manufacture thereof
    • H01M10/05—Accumulators with non-aqueous electrolyte
    • H01M10/052—Li-accumulators
    • H01M10/0525—Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/02—Electrodes composed of, or comprising, active material
    • H01M4/36—Selection of substances as active materials, active masses, active liquids
    • H01M4/58—Selection of substances as active materials, active masses, active liquids of inorganic compounds other than oxides or hydroxides, e.g. sulfides, selenides, tellurides, halogenides or LiCoFy; of polyanionic structures, e.g. phosphates, silicates or borates
    • H01M4/583—Carbonaceous material, e.g. graphite-intercalation compounds or CFx
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/02—Electrodes composed of, or comprising, active material
    • H01M4/36—Selection of substances as active materials, active masses, active liquids
    • H01M4/60—Selection of substances as active materials, active masses, active liquids of organic compounds
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/02—Electrodes composed of, or comprising, active material
    • H01M4/62—Selection of inactive substances as ingredients for active masses, e.g. binders, fillers
    • H01M4/624—Electric conductive fillers
    • H01M4/625—Carbon or graphite
    • 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
    • Y02E60/10—Energy storage using batteries

Abstract

The invention belongs to battery material technical field, disclose a kind of C10H4O2S2Graphene composite material and preparation and application.Described preparation method is: by compound C10H4O2S2Solvent is added the most afterwards with Graphene mixed grinding, dispersed with stirring uniformly rear supersound process, obtain uniform mixed dispersion liquid, after vacuum drying, obtain C10H4O2S2Graphene composite material.The present invention prepares C by one-step method10H4O2S2Graphene composite material, preparation method is simple, easy to operate, and preparation cost is low；Preparation is carried out under room temperature condition of normal pressure, energy-conserving and environment-protective, environmental friendliness；Gained composite electrochemical performance, can be applicable to sodium-ion battery positive material.

Description

A kind of C10H4O2S2-graphene composite material and preparation and application
Technical field
The invention belongs to battery material technical field, be specifically related to a kind of C10H4O2S2-graphene composite material and preparation with Application.
Background technology
At present, high owing to having energy, power density is big and output voltage high makes lithium ion battery capture Portable electronic market, and be also being preferably selected of electric automobile storage electricity.But, lithium resource is limited by region and resource has Limit, is insufficient for demand and electric automobile and the application of intelligent grid widely.And rich due to sodium resource of sodium-ion battery Spend the feature such as high, low cost and environment cordiality and be considered to substitute the ideal chose of lithium ion battery.Present stage, how with costliness , non-renewable transition metal inorganic compound store up sodium electrode material as great majority.For response " green organic secondary electricity Pond " new ideas, increasing researcher pay close attention to electroactive organic green, continuable as sodium-ion battery Electrode material.Wherein, resource is renewable, various structures, polyelectron react, oxidoreduction because having for organic conjugate carbonyl compound On stability, molecular level, controllability is strong and theoretical specific capacity advantages of higher and receive much concern.
Heterocycle conjugated organic compounds C10H4O2S2There is higher theoretical storage sodium specific capacity (243mAh/g), but due to The similar principle that mixes, this small-molecule substance is soluble in organic electrolyte and causes the stability of material and electric conductivity poor.This is also It it is one of problem of having been resolved of the urgent need that organic battery material generally exists.Up to now, organic matter circling stability is not yet Solved at all.
Summary of the invention
In place of solving the shortcoming and defect of above prior art, the primary and foremost purpose of the present invention is to provide one C10H4O2S2The preparation method of-graphene composite material.
Another object of the present invention is to provide a kind of C prepared by said method10H4O2S2-Graphene is combined Material.
It is still another object of the present invention to provide above-mentioned C10H4O2S2-graphene composite material is at sodium-ion battery positive pole material Application in material.
The object of the invention is achieved through the following technical solutions:
A kind of C10H4O2S2The preparation method of-graphene composite material, including following preparation process:
By compound 4,8-dihydrobenzo [1,2-b:4,5-b '] two thiophene-4,8-diketone (C10H4O2S2) mix with Graphene Close and add solvent after grinding uniformly, dispersed with stirring uniformly rear supersound process, obtain uniform mixed dispersion liquid, after vacuum drying To C10H4O2S2-graphene composite material；Described C10H4O2S2There is the structural formula shown in formula (1),
Preferably, described C10H4O2S2It is prepared via a method which:
With thiophene-3-formic acid as raw material, with dichloromethane as solvent, react with compound ethanedioly chloride and obtain compound 3-thiophene chloride, then reacts itself and diethylamine and i.e. can get N, N-diethyl-3-thenoyl amine, the chemical combination that will obtain Thing is dissolved in oxolane and reacts generation target product C at 0 DEG C with n-BuLi10H4O2S2。
Above-mentioned syntheti c route figure is as shown in Figure 1.
Preferably, described C10H4O2S2It is (1～3) with the mass ratio of Graphene consumption: 1.
Preferably, described solvent refers to water or ethanol.
Preferably, described dispersed with stirring and supersound process are the most at room temperature carried out.
Preferably, the time of described dispersed with stirring and supersound process is 1～2h；Dispersed with stirring and supersound process are alternately repeated Carry out repeatedly.
Preferably, C in gained mixed dispersion liquid10H4O2S2Concentration be 0.04375～0.06537g/mL.
Preferably, described vacuum drying refers to be vacuum dried at 80～90 DEG C.
A kind of C10H4O2S2-graphene composite material, is prepared by said method.
Above-mentioned C10H4O2S2The application in the sodium-ion battery positive material of-graphene composite material.
Preparation method and the obtained product of the present invention have the advantage that and beneficial effect:
(1) present invention prepares C by one-step method10H4O2S2-graphene composite material, preparation method is simple, operation side Just, avoiding process step loaded down with trivial details in other synthetic technologys and the high request to equipment, preparation cost is low；
(2) the preparation method whole process of the present invention is carried out under room temperature condition of normal pressure, energy-conserving and environment-protective, and environmental friendliness has non- The most wide application prospect；
(3) C prepared by this method10H4O2S2-graphene composite material, XRD display complex has C10H4O2S2Phase, SEM shows Sample product have lamellar and are similar to Graphene feature structure, electrochemical property test result display C10H4O2S2-graphene composite material As sodium-ion battery positive material excellent performance.
Accompanying drawing explanation
Fig. 1 is C used by the present invention10H4O2S2Syntheti c route figure；
Fig. 2 is embodiment 1 gained C10H4O2S2And C10H4O2S2The XRD figure of-G complex；
Fig. 3 and Fig. 4 is Graphene and embodiment 1 gained C respectively10H4O2S2-G complex SEM under different amplification Figure；
Fig. 5 is embodiment 1 gained C10H4O2S2-graphene composite material is bent as the cycle performance of sodium-ion battery positive pole Line chart；
Fig. 6 is embodiment 1 gained C10H4O2S2-graphene composite material is bent as the high rate performance of sodium-ion battery positive pole Line chart.
Detailed description of the invention
Below in conjunction with embodiment and accompanying drawing, the present invention is described in further detail, but embodiments of the present invention do not limit In this.
Embodiment 1
(1)C10H4O2S2Preparation: with thiophene-3-formic acid as raw material (2g), with dichloromethane as solvent, with compound second After reacting all night under diacid chloride (3.96g) room temperature, obtain compound 3-thiophene chloride (2.14g), then by itself and diethylamine (2.13g) at 0 DEG C, stirring reaction reaction in 30 minutes i.e. can get N, N-diethyl-3-thenoyl amine (2.6g), then incites somebody to action To compound be dissolved in oxolane and n-BuLi (6.21mL, 2.4mol/L) back flow reaction 18 hours at 0 DEG C, To target product C10H4O2S2。
(2) just step (1) gained compound C10H4O2S2Mix for 2.5:1 in mass ratio with Graphene and put into quartz and grind Alms bowl grinds uniformly, after the mixture after grinding uniformly is placed in small beaker addition appropriate amount of deionized water, be placed in agitator room Temperature stirring 2 hours, the most ultrasonic 2 hours, then it is stirred at room temperature 2, ultrasonic 2 hours, obtain C10H4O2S2Concentration be 0.0625g/mL Mixed dispersion liquid, then above-mentioned mixed dispersion liquid is vacuum dried 12 hours in 85 DEG C, obtains black flaky structure C10H4O2S2-graphene composite material (C10H4O2S2-G)。
The present embodiment step (1) gained C10H4O2S2With final gained C10H4O2S2The XRD figure of-G complex is as shown in Figure 2. Fig. 3 and Fig. 4 is Graphene and the present embodiment gained C respectively10H4O2S2-G complex SEM figure under different amplification.By scheming The result of 2～4 can be seen that gained C of the present invention10H4O2S2-graphene composite material has C simultaneously10H4O2S2Mutually with similar stone The strip-like features structure of ink alkene.
The present embodiment gained C10H4O2S2-graphene composite material application performance in sodium-ion battery positive material is surveyed Examination:
(1) by C10H4O2S2-graphene composite material, acetylene black and Kynoar with mass ratio 5:4:1 in agate mortar In uniformly grind 30min, pour the mixture in agate jar, and drip appropriate N-Methyl pyrrolidone ball milling 3 hours. The pastel obtained is coated onto on the aluminium foil processed by anhydrous second, then is placed in air dry oven and at 80 DEG C, dries about 8 Take out after hour, electronic twin rollers carries out tabletting, and with the disk that microtome cutting is a diameter of 18 millimeters, does in vacuum Working electrode is obtained after dry case is dried 12 hours.The content of electrode active material is about 1～3mg.
(2) using two electrode systems, the working electrode prepared by step (1) is positive pole, and sodium sheet is negative pole, and barrier film is Celgard 2400 microporous membrane, electrolyte is 1M NaClO4The mixed solution (its volume ratio is 1:1) of-EC+DMC, is being full of The glove box of argon carries out the assembling of button cell.
(3) battery obtained by step (2) being carried out constant current charge-discharge test, test condition parameters is:.Constant current fills Discharge current density is 0.1C～2C, charge and discharge potential scope 1.0-4.0V.All of charge-discharge performance is tested the most at room temperature Carry out.
The present embodiment gained C after tested10H4O2S2The cycle performance curve chart of-G composite electrode is as shown in Figure 5； C10H4O2S2The high rate performance curve chart of-G composite electrode is as shown in Figure 6.By the result of Fig. 5 and Fig. 6 it can be seen that material is made For cell positive material at room temperature 25 DEG C, discharge-rate is from 0.1C, and 0.2C, 0.5C, 1C, 2C return 0.1C, discharge capacity It is respectively 215,185,161,151,132,176mAh/g.Understanding from this multiplying power change procedure, the cyclic curve of battery is steady, Electric discharge easily recovers, and substantially and discharge capacity is higher to understand discharge platform from charging and discharging curve, has fully demonstrated institute of the present invention Obtain C10H4O2S2The high discharge capacity of-G composite materials and excellent high rate performance.
Embodiment 2
(1) basically identical with embodiment 1, obtain target product yellow powder C10H4O2S2。
(2) just step (1) gained compound C10H4O2S2Mix for 1:1 in mass ratio with Graphene and put into quartz mortar Middle grinding is uniform, and the mixture after grinding uniformly pours addition ethanol in proper amount in small beaker into, and being placed in agitator, to be stirred at room temperature 2 little Time, the most ultrasonic 2 hours, then it is stirred at room temperature 2, ultrasonic 2 hours, obtain C10H4O2S2The mixing that concentration is 0.04375g/mL divide Dissipate liquid, then above-mentioned mixed dispersion liquid is vacuum dried 12 hours in 80 DEG C, obtains black flaky structure C10H4O2S2-graphite Alkene composite (C10H4O2S2-G)。
The present embodiment gained C10H4O2S2-graphene composite material application performance in sodium-ion battery positive material is surveyed Examination:
(1) by C10H4O2S2-graphene composite material, acetylene black and Kynoar with mass ratio 50:40:10 in Achates Mortar uniformly grinds 30min, pours the mixture in agate jar, and drip appropriate N-Methyl pyrrolidone ball milling 3 Hour.The pastel obtained is coated onto on the aluminium foil processed by anhydrous second, then is placed in air dry oven at 80 DEG C Take out after drying about 8 hours, electronic twin rollers carries out tabletting, and with the disk that microtome cutting is a diameter of 18 millimeters, Working electrode is obtained after vacuum drying oven is dried 12 hours.The content of electrode active material is about 1～3mg.
(2) using two electrode systems, the working electrode prepared by step (1) is positive pole, and sodium sheet is negative pole, and barrier film is Celgard 2400 microporous membrane, electrolyte is 1mol/L NaClO4The mixed solution (its volume ratio is 1:1) of-EC+DMC, It is full of the assembling carrying out button cell in the glove box of argon.
(3) battery obtained by step (2) being carried out constant current charge-discharge test, test condition parameters is:.Constant current fills Discharge current density is 0.1C～2C, charge and discharge potential scope 1.0-4.0V.All of charge-discharge performance is tested the most at room temperature Carry out.
The test result of the present embodiment is substantially the same manner as Example 1, does not enumerates.
Embodiment 3
(1) basically identical with embodiment 1, obtain target product yellow powder C10H4O2S2。
(2) just step (1) gained compound C10H4O2S2Mix for 3:1 in mass ratio with Graphene and put into quartz mortar Middle grinding is uniform, and the mixture after grinding uniformly pours addition appropriate amount of deionized water in small beaker into, is placed in agitator room temperature and stirs Mix 1 hour, the most ultrasonic 1 hour, then be stirred at room temperature 1, ultrasonic 1 hour, obtain C10H4O2S2Concentration be 0.06537g/mL's Mixed dispersion liquid, is then vacuum dried above-mentioned mixed dispersion liquid 12 hours in 90 DEG C, obtains black flaky structure C10H4O2S2-graphene composite material (C10H4O2S2-G)。
The present embodiment gained C10H4O2S2-graphene composite material application performance in sodium-ion battery positive material is surveyed Examination:
(1) by C10H4O2S2-graphene composite material, acetylene black and Kynoar with mass ratio 50:40:10 in Achates Mortar uniformly grinds 30min, pours the mixture in agate jar, and drip appropriate N-Methyl pyrrolidone ball milling 3 Hour.The pastel obtained is coated onto on the aluminium foil processed by anhydrous second, then is placed in air dry oven at 80 DEG C Take out after drying about 8 hours, carry out tabletting at electronic twin rollers, and with the disk that microtome cutting is a diameter of 18 millimeters, very Working electrode is obtained after empty drying baker is dried 12 hours.The content of electrode active material is about 1～3mg.
(2) using two electrode systems, the working electrode prepared by step (1) is positive pole, and sodium sheet is negative pole, and barrier film is Celgard 2400 microporous membrane, electrolyte is 1 M NaClO4The mixed solution (its volume ratio is 1:1) of-EC+DMC, is filling The glove box of full argon carries out the assembling of button cell.
(3) battery obtained by step (2) being carried out constant current charge-discharge test, test condition parameters is:.Constant current fills Discharge current density is 0.1C～2C, charge and discharge potential scope 1.0-4.0V.All of charge-discharge performance is tested the most at room temperature Carry out.
The test result of the present embodiment is substantially the same manner as Example 1, does not enumerates.
Above-described embodiment is the present invention preferably embodiment, but embodiments of the present invention are not by above-described embodiment Limit, the change made under other any spirit without departing from the present invention and principle, modify, substitute, combine, simplify, All should be the substitute mode of equivalence, within being included in protection scope of the present invention.

Claims (10)

1. a C10H4O2S2The preparation method of-graphene composite material, it is characterised in that described preparation method includes preparing as follows Step:
By compound C10H4O2S2Solvent is added the most afterwards with Graphene mixed grinding, dispersed with stirring uniformly rear supersound process, obtain Uniform mixed dispersion liquid, obtains C after vacuum drying10H4O2S2-graphene composite material；Described C10H4O2S2There is formula formula (1) Shown structural formula,
A kind of C the most according to claim 110H4O2S2The preparation method of-graphene composite material, it is characterised in that described C10H4O2S2It is prepared via a method which:
With thiophene-3-formic acid as raw material, with dichloromethane as solvent, react with compound ethanedioly chloride and obtain compound 3-thiophene Fen formyl chloride, then reacts itself and diethylamine and obtains N, and the compound obtained is dissolved in four by N-diethyl-3-thenoyl amine Hydrogen furan and n-BuLi react generation target product C at 0 DEG C10H4O2S2。
A kind of C the most according to claim 110H4O2S2The preparation method of-graphene composite material, it is characterised in that: described C10H4O2S2It is (1～3) with the mass ratio of Graphene consumption: 1.
A kind of C the most according to claim 110H4O2S2The preparation method of-graphene composite material, it is characterised in that: described Solvent refer to water or ethanol.
A kind of C the most according to claim 110H4O2S2The preparation method of-graphene composite material, it is characterised in that: described Dispersed with stirring and supersound process are the most at room temperature carried out.
A kind of C the most according to claim 110H4O2S2The preparation method of-graphene composite material, it is characterised in that: described The time of dispersed with stirring and supersound process is 1～2h；Dispersed with stirring and supersound process are alternately repeated and carry out repeatedly.
A kind of C the most according to claim 110H4O2S2The preparation method of-graphene composite material, it is characterised in that: gained C in mixed dispersion liquid10H4O2S2Concentration be 0.04375～0.06537g/mL.
A kind of C the most according to claim 110H4O2S2The preparation method of-graphene composite material, it is characterised in that: described Vacuum drying refer at 80～90 DEG C be vacuum dried.
9. a C10H4O2S2-graphene composite material, it is characterised in that: by the method described in any one of claim 1～8 Prepare.
10. the C described in claim 910H4O2S2The application in the sodium-ion battery positive material of-graphene composite material.
CN201610472811.0A 2016-06-23 2016-06-23 A kind of C10h402s2graphene composite material and preparation and application Pending CN106099057A (en)

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