CN109821511A - A kind of preparation and application of polyvinylamine functional magnetic carbon-based nano adsorbent - Google Patents
A kind of preparation and application of polyvinylamine functional magnetic carbon-based nano adsorbent Download PDFInfo
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- CN109821511A CN109821511A CN201910049131.1A CN201910049131A CN109821511A CN 109821511 A CN109821511 A CN 109821511A CN 201910049131 A CN201910049131 A CN 201910049131A CN 109821511 A CN109821511 A CN 109821511A
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Abstract
The invention discloses the preparations and application of a kind of polyvinylamine functional magnetic carbon-based nano adsorbent.In particular to magnetic particle is deposited to by graphene oxide-carbon nano tube surface using chemical coprecipitation, it will be in high-cation polyvinylamine (PVAm) modification to magnetic (graphene oxide-carbon nanotube) hybrid using amidation process.Adsorbent material in the present invention has big specific surface area and adsorption site abundant.The adsorbent material is due to possessing a large amount of amido functional group, it can be effectively combined by hydrophobic effect, pi-pi bond, electrostatic attraction and hydrogen bond action with phenol, to effectively remove the phenol in waste water, the maximal absorptive capacity of the Pyrogentisinic Acid calculated by Langmuir model is 224.21mg/g.Adsorbent material in the present invention can be reused again by simple enrichment desorption, reduce the cost of industrial treatment waste water.
Description
Technical field
The present invention relates to a kind of preparation of polyvinylamine functional magnetic carbon-based nano adsorbent and with the adsorbent material
Measurement to the Adsorption of Phenol performance in simulated wastewater.
Background technique
The development of industrialization and urbanization results in a large amount of organic pollutant and discharges into living environment.In organic compound
In, free phenol and its derivative are the largest one of Environmental pollutant, because they are widely used in the production of dyestuff, stone
The industries such as oil product, steel, insecticide, explosive, beverage industry and pharmacy.For phenol due to its toxicity, biological degradability is poor and right
The adverse effect of human body and there are serious emission problems.Therefore, phenol is removed from aqueous solution to be necessary.
Polyvinylamine (PVAm) main chain has highdensity primary amine group, and has good water-soluble and flexible point
Sub- skeleton.Cation rich in the polyvinylamine nano material system of functionalization is attracted by electrostatic interaction with yin
The substance of ion.
Magnetic polymer material is by polymer substance and inorganic magnetic substance (Fe3O4) combine.Since it has spy
The separation rapidly and efficiently of magnetic polymer material and solution may be implemented in some magnetic responsivenesses under the action of extra electric field.
Its several functions group can also be assigned by modification, copolymerization etc. by introducing the magnetic polymer material that magnetic particle obtains, into
And various advanced materials are combined, make it have dual or multi-functional.
In recent years, become with the carbon-based material adsorbent that graphene oxide (GO) and carbon nanotube (MWCNTs) are representative
The star's material being concerned.This mainly has benefited from the good chemical stability of carbon-based material, and the diversity of structure, density is low,
It is suitble to the excellent features such as mass production.Graphene oxide has big specific surface area, good thermal stability and good
Mechanical performance, this makes graphene oxide have good absorption property.Carbon nanotube porous structure and highdensity pi-electron,
Make pollutant that there is higher diffusion rate, so as to cause the higher rate of adsorption.Carbon nanotube passes through with graphene oxide
π-π supermolecular mechanism is combined into stable hybrid, and the addition of carbon nanotube solves that graphene oxide is locally easy to reunite to ask
Topic, and then assign graphene oxide-bigger specific surface area of carbon nano-tube hybridization body.
Using graphene oxide-carbon nanotube as matrix, magnetic particle is introduced, and polyvinylamine is grafted to its surface, made
Standby magnetic polyethylene amine/(graphene oxide-carbon nanotube) composite adsorbing material.The good mechanical performance of the adsorbent material, tool
It is high that big specific surface area, adsorption site abundant, distinctive magnetic response and good water solubility impart the adsorbent material
Adsorbance, the fast rate of adsorption, the advantage of easily separated and high reuse rate.The adsorbent material can be used for phenol in wastewater
Processing, provides an ideal new function adsorbent material for the processing of various waste water especially industrial wastewater, is environment
The processing of pollutant and waste reclamation provide simple and easy ways and means.
Summary of the invention
The purpose of the present invention proposes that a kind of polyvinylamine functional magnetic is carbon-based for some problems of the existing technology
The preparation and application of nano adsorber.
It is a further object of the present invention to provide the polyvinylamine functional magnetic carbon-based nano adsorbent materials in removal waste water
The application of middle phenol.
(1) preparation of polyvinylamine functional magnetic carbon-based nano adsorbent material
(1) preparation of graphene oxide
Nitration mixture is added dropwise after mixing in graphite powder, potassium permanganate ice-water bath machinery, is heated to reflux certain time, is added under condition of ice bath double
Oxygen water, until no longer reacting.Obtained product is centrifuged, is washed, and surface-functionalized graphene solution is obtained.Its
Design parameter: the volume ratio of concentrated nitric acid and the concentrated sulfuric acid is 1:8 ~ 1:10 in nitration mixture, and the mass ratio of graphite powder and potassium permanganate is 1:5
~ 1:8,60 ~ 70 °C of activation temperature, 12 ~ 16 h of activation time.
(2) graphene oxide-carbon nanotube preparation
By 0.04 ~ 0.1 g o-MWCNTs powder and the diluted GO dispersion (0.01g/mL) of 10-30ml be added to 40mL without
In water n,N-Dimethylformamide (DMF), ultrasonication 0.5 hour.Under the conditions of 12000rpm, it is centrifuged 5 minutes and removes
After sediment, the homogeneous dispersion of GO- (o-MWCNTs) compound is obtained.
(3) preparation of magnetic oxygenated graphene-carbon nano tube
Magnetic GO- (o-MWCNTs)-Fe3O4Nanocomposite is prepared by chemical coprecipitation.By 10-30ml GO-
(o-MWCNTs) compound dispersion and NaOH aqueous solution (4mol L-1) be added in four-neck flask.Then, by FeCl3·
6H2) and FeSO O(5.13g4·7H2O(2.78g) (equivalent molar ratio 1.9:1) is dissolved in 20mL deionized water, is then existed
Mechanical stirring at 80 DEG C, under condition of nitrogen gas, by Fe3+/Fe2+Mixed liquor is added drop-wise in mixture.Then by mixture at 48 DEG C
Stir at low speed curing 2 ~ 4 hours.
(4) preparation of polyvinylamine functional magnetic carbon-based nano adsorbent material
Then high-cation amino polymer polyvinylamine (PVAm) is grafted to magnetism GO- (o- obtained in step (2)
MWCNTs)-Fe3O4On nanocomposite.10-30mL PVAm aqueous solution (1.0wt%) is added to the 0.1M of 20ml pH4.7
In MES buffer.Next, continuously stirring at room temperature 2 hours, 20mL 0.1M EDC and 20mL is added into solution
0.1M NHS.By being centrifugated products therefrom, and with deionized water repeated washing until the close neutrality of solution.Finally, will
Product is dried in vacuo at 45 DEG C obtains polyvinylamine functional magnetic carbon-based nano adsorbent.
(2) absorption property of polyvinylamine functional magnetic carbon-based nano adsorbent material
To the adsorption test containing phenol synthetic water
Taking containing phenol concentration is 100 mgL-150 mL of simulated wastewater, pH=6.0.It is poly- that the present invention is added into simulated wastewater
Vinylamine functional magnetic carbon-based nano adsorbent material, it is 20 mg, isothermal vibration 180 min that initial amount, which is added, in adsorbent material, quiet
Sampling is set, the phenol ion concentration of UV spectrophotometer measuring remnants is then used, calculates adsorbance.
Test result: adsorbent material is 20 mg, 25 °C of 180 min of isothermal vibration, pH=6, adsorbance 224.21mg
g-1.In conclusion polyvinylamine functional magnetic carbon-based nano adsorbent material prepared by the present invention has the phenol in waste water
Preferable absorption property.
The present invention has the advantage that compared with the prior art
1, the addition of carbon nanotube prevents the part of graphene oxide from reuniting, and increases the specific surface area of adsorbent material.
2, the polyvinylamine containing abundant active amino is introduced, adsorption site is increased, to improve adsorbance and suction
Attached rate, and improve water-soluble and stability.
3, without secondary pollution, it is a kind of environmentally friendly adsorbent material.
4, externally-applied magnetic field can be separated rapidly and efficiently, solve the actual application problem of adsorbent material difficulty separation.After separation
Polyvinylamine functional magnetic carbon-based nano adsorbent material can be reused again by simple enrichment desorption, and 5 weights
Relapsing attached can still keep higher adsorption capacity.
5, this adsorbent material adsorption range is wide.The present invention utilizes the backbone of high-cation polyvinylamine, utilizes hydroxyl
Base, carboxyl, amino and amido bond strong adsorption capacity remove phenol anion.
Detailed description of the invention
Fig. 1 is polyvinylamine functional magnetic carbon-based nano adsorbent material synthesis mechanism schematic diagram.
Fig. 2 is polyvinylamine functional magnetic carbon-based nano adsorbent material scanning electron microscope (SEM) photograph.
Fig. 3 is polyvinylamine functional magnetic carbon-based nano adsorbent material infrared spectroscopy schematic diagram.
Fig. 4 is polyvinylamine functional magnetic carbon-based nano adsorbent material XRD schematic diagram.
Fig. 5 is polyvinylamine functional magnetic carbon-based nano adsorbent material pseudo-second order kinetic schematic diagram.
Fig. 6 is polyvinylamine functional magnetic carbon-based nano adsorbent material Langmuir adsorption isotherm schematic diagram.
Specific embodiment
Below by specific implementation to the preparation of polyvinylamine functional magnetic carbon-based nano adsorbent material of the present invention and its
Adsorption Properties of Phenol Using is described further.
Example one
1, the preparation of polyvinylamine functional magnetic carbon-based nano adsorbent material
A. the preparation of graphene oxide
Under condition of ice bath, 0.5 g expanded graphite powder, 1 g potassium permanganate are weighed, after mixing evenly, the nitration mixture that 40 mL are added is (dense
The volume ratio of nitric acid and the concentrated sulfuric acid is 1:8), it 60 °C of water-bath, is heated to reflux, reacts 12 h.Under condition of ice bath, it was slowly added dropwise
Hydrogen oxide is centrifuged, until any reaction no longer occurs with distilled water and dehydrated alcohol once washing.Ultrasound obtains golden yellow viscous
Thick liquid.
The preparation of graphene oxide-carbon nanotube
By 0.1 g graphene oxide water solution, 0.01 g carbon nanotube is added in n,N-Dimethylformamide solution, ultrasound
Wave is handled 0.5 hour.Under the conditions of 12000rpm, after being centrifuged 5 minutes and removing sediment, it is compound to obtain GO- (o-MWCNTs)
The homogeneous dispersion of object.
C. the preparation of magnetic oxygenated graphene-carbon nano tube
By 3.2 g FeCl3·6H2O, 3.2 g FeSO4·7H2O mixed solution N2Under the conditions of be added to graphene oxide-carbon
(Fe in nanotube suspension3+It is 3.2:1 with graphene oxide-carbon nanotube mass ratio), 60 °C are warming up to, it is molten that NaOH is added dropwise
Liquid, the reaction was continued 2 h.Magnetic particle is set to deposit to graphene oxide-carbon nano tube surface.Divided using supercentrifuge
From washing for several times, obtain magnetic oxygenated graphene-carbon nano tube suspension.
The preparation of polyvinylamine functional magnetic carbon-based nano adsorbent material
10ml polyvinylamine, 20ml EDCHCl, 20ml NHS are added to the magnetic oxygenated graphene-carbon nano tube of 0.2 g to hang
Supernatant liquid adjusts pH=6, reacts at room temperature 22 h.It is separated using supercentrifuge, is washed for several times, after dry, obtain polyethylene
The magnetic carbon-based nano adsorption material of amino-functionalization.
2, the measurement of absorption property
To the adsorption test containing phenol synthetic water: taking containing phenol concentration is 100 mgL-1Simulated wastewater 50 mL, pH=
6.Polyvinylamine functional magnetic carbon-based nano adsorbent material of the present invention is added into simulated wastewater, initial amount is added in adsorbent material
For 20 mg, 180 min of isothermal vibration, sampling is stood, then uses the phenol concentration of UV spectrophotometer measuring remnants, absorption
Amount is 224.21 mgg-1。
Example two
1, the preparation of polyvinylamine functional magnetic carbon-based nano adsorbent material
A. the preparation of graphene oxide
Under condition of ice bath, 0.5 g expanded graphite powder, 2 g potassium permanganate are weighed, after mixing evenly, the nitration mixture that 40 mL are added is (dense
The volume ratio of nitric acid and the concentrated sulfuric acid is 1:9), it 65 °C of water-bath, is heated to reflux, reacts 14 h.Under condition of ice bath, it was slowly added dropwise
Hydrogen oxide is centrifuged, until any reaction no longer occurs with distilled water and dehydrated alcohol once washing.Ultrasound obtains golden yellow viscous
Thick liquid.
B. graphene oxide-carbon nanotube preparation
By 0.1 g graphene oxide water solution, 0.03 g carbon nanotube is added in n,N-Dimethylformamide solution, ultrasound
Wave is handled 0.5 hour.Under the conditions of 12000rpm, after being centrifuged 5 minutes and removing sediment, it is compound to obtain GO- (o-MWCNTs)
The homogeneous dispersion of object.
C. the preparation of magnetic oxygenated graphene-carbon nano tube
By 6.4 g FeCl3·6H2O, 3.2 g FeSO4·7H2O mixed solution N2Under the conditions of be added to graphene oxide-carbon
(Fe in nanotube suspension3+It is 3.5:1 with graphene oxide-carbon nanotube mass ratio), 70 °C are warming up to, it is molten that NaOH is added dropwise
Liquid, the reaction was continued 3 h.Magnetic particle is set to deposit to graphene oxide-carbon nano tube surface.It is separated using supercentrifuge row,
It washs for several times, obtains magnetic oxygenated graphene-carbon nano tube suspension.
The preparation of polyvinylamine functional magnetic carbon-based nano adsorbent material
10ml polyvinylamine, 20ml EDCHCl, 20ml NHS are added to the magnetic oxygenated graphene-carbon nano tube of 0.2 g
Suspension adjusts pH=6.5, reacts at room temperature 24 h.It is separated using supercentrifuge, is washed for several times, after dry, gathered
Vinylamine functional magnetic carbon-based nano adsorbent material.
2, the measurement of absorption property
To the adsorption test containing phenol synthetic water: taking containing phenol concentration is 200 mgL-1Simulated wastewater 50 mL, pH=
6.Polyvinylamine functional magnetic carbon-based nano adsorbent material of the present invention is added into simulated wastewater, initial amount is added in adsorbent material
For 20 mg, 180 min of isothermal vibration, sampling is stood, the phenol concentration of UV spectrophotometer measuring remnants is then used.
Example three
1, the preparation of polyvinylamine functional magnetic carbon-based nano adsorbent material
A. the preparation of graphene oxide
Under condition of ice bath, 0.5 g expanded graphite powder, 3 g potassium permanganate are weighed, after mixing evenly, the nitration mixture that 40 mL are added is (dense
The volume ratio of nitric acid and the concentrated sulfuric acid is 1:10), it 70 °C of water-bath, is heated to reflux, reacts 16 h.Under condition of ice bath, it was slowly added dropwise
Hydrogen oxide is centrifuged, until any reaction no longer occurs with distilled water and dehydrated alcohol once washing.Ultrasound obtains golden yellow viscous
Thick liquid.
The preparation of graphene oxide-carbon nanotube
By 0.1 g graphene oxide water solution, 0.05 g carbon nanotube is added in n,N-Dimethylformamide solution, ultrasound
Wave is handled 0.5 hour.Under the conditions of 12000rpm, after being centrifuged 5 minutes and removing sediment, it is compound to obtain GO- (o-MWCNTs)
The homogeneous dispersion of object.
C. the preparation of magnetic oxygenated graphene-carbon nano tube
By 9.6 g FeCl3·6H2O, 3.2 g FeSO4·7H2O mixed solution N2Under the conditions of be added to graphene oxide-carbon
(Fe in nanotube suspension3+It is 3.8:1 with graphene oxide-carbon nanotube mass ratio), 80 °C are warming up to, it is molten that NaOH is added dropwise
Liquid, the reaction was continued 4 h.Magnetic particle is set to deposit to graphene oxide-carbon nano tube surface.It is separated using externally-applied magnetic field,
It washs for several times, obtains magnetic oxygenated graphene-carbon nano tube suspension.
The preparation of polyvinylamine functional magnetic carbon-based nano adsorbent material
20ml polyvinylamine, 20ml EDCHCl, 20ml NHS are added to the magnetic oxygenated graphene-carbon nano tube of 0.2 g
Suspension adjusts pH=7, reacts at room temperature 26 h.It is separated using externally-applied magnetic field, is washed for several times, after dry, obtain polyethylene
The magnetic carbon-based nano adsorption material of amino-functionalization.
2, the measurement of absorption property
To the adsorption test containing phenol synthetic water: taking containing phenol concentration is 300 mgL-1Simulated wastewater 50 mL, pH=
6.Polyvinylamine functional magnetic carbon-based nano adsorbent material of the present invention is added into simulated wastewater, initial amount is added in adsorbent material
For 20 mg, 180 min of isothermal vibration, sampling is stood, the phenol concentration of UV spectrophotometer measuring remnants is then used.
Claims (6)
1. a kind of preparation and application of polyvinylamine functional magnetic carbon-based nano adsorbent, it is characterised in that method successively includes
Following steps:
(1) graphene oxide is prepared by improved Hummers method, for dispersion experiment, by 0.04 ~ 0.1 g o-
MWCNTs powder and the diluted GO dispersion (0.01g/mL) of 10-30ml are added to the anhydrous n,N-Dimethylformamide of 40mL
(DMF) in, ultrasonication 0.5 hour, under the conditions of 12000rpm, after being centrifuged 5 minutes and removing sediment, GO- (o- is obtained
MWCNTs) the homogeneous dispersion of compound；
(2) magnetism GO- (o-MWCNTs)-Fe3O4Nanocomposite is prepared by chemical coprecipitation, by 10-30ml
GO-(o-MWCNTs) compound dispersion and NaOH aqueous solution (4mol L-1) be added in four-neck flask, then, by FeCl3·
6H2) and FeSO O(5.13g4·7H2O(2.78g) (equivalent molar ratio 1.9:1) is dissolved in 20mL deionized water, is then existed
Mechanical stirring at 80 DEG C, under condition of nitrogen gas, by Fe3+/Fe2+Mixed liquor is added drop-wise in mixture, then by mixture at 48 DEG C
Stir at low speed curing 2 ~ 4 hours；
(3) high-cation amino polymer polyvinylamine (PVAm) is then grafted to magnetism GO- (o- obtained in step (2)
MWCNTs)-Fe3O4On nanocomposite, 10-30mL PVAm aqueous solution (1.0wt%) is added to the 0.1M of 20ml pH4.7
In MES buffer, next, continuously stirring at room temperature 2 hours, 20mL 0.1M EDC and 20mL is added into solution
0.1M NHS, by being centrifugated products therefrom, and with deionized water repeated washing until solution is close to neutrality, finally, will
Product is dried in vacuo at 45 DEG C obtains polyvinylamine functional magnetic carbon-based nano adsorbent.
2. the method as described in claim 1, it is characterised in that step (1) graphene oxide-carbon nanotube preparation process
In, solvent for use is n,N dimethylformamide solution, and by ultrasonic disperse, deposit is removed by centrifugation, obtains uniform
GO- (o-MWCNTs) dispersion.
3. the method as described in claim 1, it is characterised in that step (2) magnetism GO- (the o-MWCNTs)-Fe3O4Nanometer is multiple
In condensation material preparation process, the partial size of the magnetic particle of generation is 10 ~ 20 nm, and reaction temperature is 40 ~ 80 °C, and the reaction time is
2~4 h。
4. the method as described in claim 1, it is characterised in that step (3) the functionalization macromolecular is polyvinylamine
(PVAm),
PVAm is due to its special characteristic, such as the primary amine group of high-content known on main polymer chain, extensive molecular weight and
The high response of primary amine has proved to be a kind of very attractive polymer, according to proton-deprotonation equilibrium principle, PVAm
On amino be easy to protonation generate amino cation (- NH3+), to pass through phenol salt anion C6H5O-With amino cation
(- NH3+) between electrostatic attraction enhancing to phenols adsorb.
5. the method as described in claim 1, it is characterised in that magnetic GO- (o-MWCNTs)-Fe3O4Nanocomposite preparation
In the process, the activating reagent of selection is EDCHCl+NHS, and buffer solution is MES buffer, polyvinylamine and magnetic oxygenated stone
The mass ratio of black alkene-carbon nanotube be 1:5 ~ 1:15, pH range be 6 ~ 7, reaction temperature be 20-28 °C, the reaction time be 22 ~
26 h。
6. according to claim 1 remove phenol in wastewater using polyvinylamine functional magnetic carbon-based nano adsorbent material
Method, it is characterised in that: the concentration of phenol in wastewater is controlled in 100 ~ 300 mgL-1, the temperature of adsorption reaction is 15 ~ 45
°C, the pH of adsorption reaction is 1 ~ 6, and the separating step is to be separated using magnet.
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| CN112811503A (en) * | 2021-01-26 | 2021-05-18 | 中南大学 | Method for recycling organic phenol pollutants |
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Application publication date: 20190531 |