CN109078613A - A kind of functional form magnetic ionic liquids graphene adsorbent and the preparation method and application thereof - Google Patents
A kind of functional form magnetic ionic liquids graphene adsorbent and the preparation method and application thereof Download PDFInfo
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Abstract
The present invention provides a kind of preparation method and application of functional form magnetic ionic liquids graphene adsorbent, preparation method of the invention is the following steps are included: S1. mixes water-soluble trivalent ferric salt and ionic liquid in proportion, sufficiently reaction obtains the magnetic ionic liquids of brown color, obtained magnetic ionic liquids are added into water extraction and separation, unreacted reactant is removed, then vacuum drying obtains pure magnetic ionic liquids；S2. graphene is dissolved into water soluble ion liquid solution, the pure magnetic ionic liquids and divalent iron salt of step S1 preparation are added, concentrated ammonia liquor is added dropwise, reacts and is precipitated under the anaerobic ultrasonic wave effect of normal temperature and pressure, it is finally separating purifying washing drying, obtains functional form magnetic graphene.Functional form magnetic graphene of the invention can be enriched with trace biology toxin, pesticide, veterinary drug and ultraviolet absorbing agent in complex matrices sample, and without carrying out purification early period to matrix sample before enrichment, process is simple, quick, efficient.
Description
Technical field
The present invention relates to water body adsorbent materials, and in particular to magnetic ionic liquids graphene and preparation method and its in micro-capsule
Application in algae toxin absorption.
Background technique
With the fast development of global type economy, drinking water and food safety are got worse, studies have reported that, it is drunk in place
There is detection with the Microcystins in Water of water head site, veterinary drug, pesticide and ultraviolet absorbing agent, and in food, such as cream
Product, honey detect aflatoxin, pesticide and steroids residual in vegetable oil.Above-mentioned pollutant is to organism even people
Body causes serious harm.
It is detected due to matrix sample complexity, while be to many of pollutant, Sample Pretreatment Technique seems outstanding
It is important.Pre-treating method currently used for trace contamination analyte detection in complex matrices sample is mainly solid phase extraction, with biography
The liquid-liquid extraction techniques of system are compared, and solid phase extraction techniques have stronger accumulation ability, but still have it is cumbersome, excessive using solvent,
The shortcomings that taking long time and easily blocking up column.Therefore, with the raising of detection technique and detection efficiency, it is remaining to establish multiple pollutant
Fast Detection Technique is particularly important.
With constantly discovering for various new materials, possibility is provided to prepare novel adsorbent, also more for foundation
Add quickly and effectively detection method bring hope.Ionic liquid (Ionic liquid, abbreviation IL) has as a kind of from group
Novel " green " solvent of dress ability, in recent years, application extend to materials synthesis field from green chemical industry field.It is main
If the vapour pressure due to ionic liquid is lower, when medium as reaction can make originally in 100 DEG C of reaction under high pressure in normal pressure
Or it can also be carried out under lower pressure；Its interfacial tension and interface can be smaller and easily form oxygen key, and can be formed certain has
Sequence structure plays structure directing for preparation order material, and substance with fast nucleation and can be formed smaller in the system
Particle；In addition ionic liquid has good dissolubility to many inorganic matters, organic matter even high molecular polymer, can be conjunction
Good reaction medium is provided at material；Simultaneously because it has the property, realize it in analytical chemistry field to mostly dirty
Dye object carries out broad spectrum activity selection absorption aspect and plays an important role.
Graphene (G) be one kind by carbon atom with sp2Hybridized orbit forms the flat film that hexangle type is in honeycomb lattice, tool
There are the specific surface area of super large, big conjugated system, very strong hydrophobicity, higher acidproof, alkaline-resisting, heat resistance and chemical stabilization
Property.Functional modification can be carried out on the surface of graphene, to generate different function and effect.Conventional synthesis magnetic graphene
Method mainly first synthesize ferroferric oxide magnetic nano-particles, be then wrapped in graphene-supported using chemical synthesis
Magnetic nano-particle surface forms magnetic Nano and meets material, since graphene does not have good dispersibility in the solution, from
And limit the research of functionalization graphene.The present invention uses ionic liquid as stabilizer, using magnetic ionic liquids as instead
Object is answered to form the magnetic graphene nanocomposite for having good crystal form in conjunction with graphene；And this composite material is applied to
The extraction and enrichment of emerging pollutant in enrichment environment sample are realized using LC-MS/MS method to the trace in environment water and food
The concentration level of amount pollutant is assessed.
Summary of the invention
Technical problems to be solved: before selecting functional form magnetic ionic liquids magnetic fluid to be used as synthesis
Body is driven, microemulsion is synthesized using water soluble ion liquid as auxiliary, prepares magnetic ionic liquids graphene high molecule nano material.
Technical solution: the preparation method of functional form magnetic ionic liquids graphene adsorbent, comprising the following steps:
S1. functional form magnetic ionic liquids are synthesized: water-soluble trivalent ferric salt and ionic liquid are mixed in proportion, are sufficiently reacted
Effect obtains the magnetic ionic liquids of brown color, obtained magnetic ionic liquids is added water extraction and separation, by unreacted reaction
Object removal, then vacuum drying obtains pure magnetic ionic liquids；
S2. the synthesis of magnetic function type ionic liquid graphene: by graphene, water soluble ion liquid and step S1 preparation
Pure magnetic ionic liquids are proportionally added into ultrapure water, sufficiently after reaction, under normal temperature and pressure, oxygen-free environment, are added water-soluble
Property divalent iron salt, concentrated ammonia liquor is added dropwise, the reaction was continued is precipitated under ultrasonic wave effect, finally isolates and purifies using magnet
Drying is washed, magnetic graphene is obtained.
Further, water soluble ion liquid described in step S2 is 1- butyl -3- methylimidazole Bromide, 1- butyl -
Any one in 3- methylimidazole chlorate or 1- hexyl -3- methylimidazole chlorate.
Further, water-soluble trivalent ferric salt is ferric chloride hexahydrate in step S1.
Further, watersoluble divalent molysite is green vitriol in step S2.
Further, the molar ratio of pure magnetic ionic liquids and watersoluble divalent molysite is 2:1 in step S2.
Further, the graphene of the pure magnetic ionic liquids of every 1mol and 10g mix in ultrapure water in step S2.
The functional form magnetic ionic liquids graphene adsorbent that above-mentioned preparation method is prepared.
Above-mentioned functional form magnetic ionic liquids graphene adsorbent in complex matrices sample biotoxin, pesticide,
The application of veterinary drug and ultraviolet absorbing agent absorption.
The utility model has the advantages that of the invention has the advantage that
1, the present invention passes through a step original position chemical coprecipitation technique using functional form magnetic ionic liquids magnetic fluid as synthesis presoma
Prepare functional form magnetic graphene；
2, using the functionalized ion liquid with good aqueous solubility as template, make magnetic ionic liquids anion and hydroxyl
It is aligned by hydrogen bond action, so that the glyoxaline cation ordering rule in microemulsion system arranges, and occurs π-π stacking, is made
Entire synthetic system forms the ordered structure of an orientation, and then magnetic ionic liquids are directed to the current potential hole of graphene
In.
3, template provides homogeneous micro emulsion environment for above process synthesis process, normal in room temperature using ultrasonic wave microemulsion technology
Functional form magnetic graphene is constructed under the conditions of pressure；
4, by the material be applied to complex matrices sample in, such as practical environment water and food samples, to trace pesticide therein,
Veterinary drug and biotoxin are enriched with, which can be realized the enrichment to contaminant trace species without the purification techniques of sample.And
It is detected afterwards using ultra performance liquid chromatography Mass Spectrometry, the concentration level of above-mentioned pollutant is assessed.
Detailed description of the invention
Fig. 1 is the scanning electron microscope (SEM) photograph for the magnetic ionic liquids graphene adsorbent that the present invention is prepared；
Fig. 2 is the transmission electron microscope picture for the magnetic ionic liquids graphene adsorbent that the present invention is prepared；
Fig. 3 is the infrared spectrogram for the magnetic ionic liquids graphene adsorbent that the present invention is prepared；
Fig. 4 is BET and the BJH figure for the magnetic ionic liquids graphene adsorbent that the present invention is prepared.
Specific embodiment
Embodiment 1
The preparation method of magnetic ionic liquids graphene adsorbent, comprising the following steps:
S1. functional form magnetic ionic liquids are synthesized: by ionic liquid 1-butyl-3-methyl imidazolium chlorate ([C4Min] Cl) with
FeCl3·6H2O is according to molar ratio 1:1, and mechanic whirl-nett reaction for 24 hours, stands, dark brown yellow liquid obtained, by obtained depth at 60 DEG C
Brown yellow liquid is divided into two layers of aqueous phase and ionic liquid phase, and the water phase on upper layer is outwelled, and lower layer is washed with distilled water 2 times, will
The complete raw material of unreacted completely removes, and rotating pressure-decreasing evaporation removes most of water phase in ionic liquid, then the vacuum at 80 DEG C
Dry 48h, obtains pure magnetic ionic liquids -1- butyl -3- methylimidazole titanium tetrachloride salt ([C4min] FeCl4)；
S2. 0.1000g graphene powder, 2.9415g1- butyl -3- methylimidazole four synthesis of magnetic graphene: are accurately weighed
In beaker 100ml ultrapure water is added, after being sufficiently stirred in iron chloride salt, 20.0646g chlorination 1- butyl -3- methylimidazole
2 h of ultrasound, are transferred in four-neck flask, lead to N2, and 1.1475g FeSO is added under high velocity agitation47H2O, in the item of stirring
Ammonium hydroxide 10mL is added dropwise under part dropwise, is kept stirring reaction, the reaction was continued 3h.Dark brown sediment is finally obtained, with water and ethyl alcohol
Alternating respectively washes the dry 12h of (60 DEG C) of 3 laggard vacuum ovens, and taking-up obtains 0.686gIL@MGO after being ground up, sieved
Powder.
Embodiment 2
The preparation method of magnetic ionic liquids graphene adsorbent, comprising the following steps:
S1. functional form ionic liquid is synthesized: by ionic liquid 1-butyl-3-methyl imidazolium Bromide ([C4Min] Br) with
FeCl3·6H2O is according to molar ratio 1:1, the mechanic whirl-nett reaction 6h at 25 DEG C, stands, obtains dark brown yellow liquid, dark brown by being made
Color yellow liquid is divided into two layers of aqueous phase and ionic liquid phase, and the water phase on upper layer is outwelled, and lower layer is washed with distilled water 2 times, will not
Reacted raw material completely removes, and rotating pressure-decreasing evaporation removes most of water phase in ionic liquid, and then vacuum is dry at 70 DEG C
It is dry for 24 hours, obtain pure magnetic ionic liquids [C4min] FeBrCl3；
S2. 0.0390g graphene powder, 11.110g bromination 1- butyl -3- methyl miaow the synthesis of magnetic graphene: are accurately weighed
Azoles, 4.952g 1- butyl -3- methylimidazole titanium tetrachloride salt are placed in a beaker, and 50ml ultrapure water is added, and ultrasonic disperse 2h leads to
2.011gFeSO is added under nitrogen and stirring condition4·7H25ml ammonium hydroxide is added dropwise in O in the process, quiet after room temperature reaction 3 hours
It sets, sediment separate out, dehydrated alcohol and ultrapure water alternately cleaning three times, for 24 hours, grinding obtains for 60 DEG C of vacuum drying
1.1320gIL@MGO synthetic material.
Embodiment 3
The preparation method of magnetic ionic liquids graphene adsorbent, comprising the following steps:
S1. functional form ionic liquid is synthesized: by ionic liquid 1- hexyl -3- methylimidazole chlorate ([C6min]Cl4) with
FeCl3·6H2O is according to molar ratio 1:1, and mechanic whirl-nett reaction for 24 hours, stands, dark brown yellow liquid obtained, by obtained depth at 60 DEG C
Brown yellow liquid is divided into two layers of aqueous phase and ionic liquid phase, and the water phase on upper layer is outwelled, and lower layer is washed with distilled water 2 times, will
The complete raw material of unreacted completely removes, and rotating pressure-decreasing evaporation removes most of water phase in ionic liquid, then the vacuum at 80 DEG C
Dry 48h, obtains pure magnetic ionic liquids -1- butyl -3- methylimidazole titanium tetrachloride salt ([C6min] FeCl4)；
S2. 0.0399g graphene powder, 10.9901g bromination 1- butyl -3- methyl the synthesis of magnetic graphene: are accurately weighed
Imidazoles, 1.9745g 1- butyl -3- methylimidazole titanium tetrachloride salt are placed in a beaker, addition 50mL ultrapure water, ultrasonic disperse 2h,
0.8084gFeSO is added under logical nitrogen and stirring condition4·7H25mL ammonium hydroxide is added dropwise, after room temperature reaction 3 hours in O in the process
It stands, sediment separate out, dehydrated alcohol and ultrapure water alternately cleaning three times, 60 DEG C of vacuum drying 12h, grinding obtain
0.5201gIL@MGO synthetic material.
Comparative example 1
The preparation method of magnetic ionic liquids graphene adsorbent, comprising the following steps:
S1. functional form ionic liquid is synthesized: by ionic liquid 1-butyl-3-methyl imidazolium Bromide ([C4Min] Br) with
FeCl3·6H2O is according to molar ratio 1:1, the mechanic whirl-nett reaction 6h at 25 DEG C, stands, obtains dark brown yellow liquid, dark brown by being made
Color yellow liquid is divided into two layers of aqueous phase and ionic liquid phase, and the water phase on upper layer is outwelled, and lower layer is washed with distilled water 2 times, will not
Reacted raw material completely removes, and rotating pressure-decreasing evaporation removes most of water phase in ionic liquid, and then vacuum is dry at 70 DEG C
It is dry for 24 hours, obtain pure magnetic ionic liquids [C4min] FeBrCl3；
S2. 20g bromination 1- hexyl -3- methylimidazole, 0.6000g 1- hexyl -3- first the synthesis of magnetic graphene: are accurately weighed
Base imidazoles titanium tetrachloride salt, 0.109g graphene powder are placed in a beaker, ultrasonic disperse 2h, are added under logical nitrogen and stirring condition
0.253gFeSO4·7H25ml ammonium hydroxide is added dropwise in O in the process, and room temperature reaction is stood after 3 hours, and incline supernatant, anhydrous second
Alternately cleaning three times of pure and mild ultrapure water, almost without magnetism, experimental method needs change the lower discovery resulting materials of externally-applied magnetic field effect
Into.
Biotoxin: the magnetic ionic liquids graphene prepared through the invention, measurement MC-LR and MC-RR exist respectively
Good linear (R is shown within the scope of 0.05-1.0 μ g/L and 0.1-1.0 μ g/L2=0.9994 and R2=0.999), experiment detection
It is limited to 0.05 μ g/L and 0.1 μ g/L.It acquires and contains trace algae toxin MC-LR and MC-RR in water sample, content analysis can make
With this experiment method.It can be obtained by experimental data, the recovery of standard addition of algae toxin is within the scope of 83.6-100.9%, opposite to mark
Quasi- deviation is no more than 7.59%.
Pesticide: the magnetic ionic liquids graphene prepared through the invention measures Simanex, atraton, Te Dingtong, Sigma
Logical, 7 kinds of Garagard, bladex, dimethametryn triazine substances show within the scope of 5-1000 and 10-1000 μ g/L good respectively
Good linear (R2>=0.9991), linearly dependent coefficient is all between 0.9984~0.9994.Enrichment times are up to 491~895
Times, it is detected by the actual water sample to TAIHU LAKE and sewage plant, recovery of standard addition is in 61.3-101.2%, relative standard deviation
1.7-9.1%；Veterinary drug: the magnetic ionic liquids graphene prepared through the invention measures sulfa antibiotics (sulfapryidine, sulphur
Amic metadiazine, sulfamethoxazole, sulphathiazole, sulfamethyldiazine, daimeton), Solvent quantity 15mg；Extraction
Time 12min；Eluant, eluent type contains the methanol of 1% ammonium hydroxide；Eluant, eluent volume 4.0mL；Elution time 75s.6 kinds of sulfamido antibiosis
The detection of element is limited to 0.75 ~ 1.47ngL-1, quantitatively it is limited to 1.51-4.96ngL-1, enrichment multiplying power is 1301-2055.Make
After being detected with Inlet and outlet water of the method to sewage treatment plant, detect the concentration of sulphadiazine in 2.4-28.0ngL-1,
The concentration of sulphathiazole is then in 60.5-12.1ngL-1, recovery of standard addition is between 86.4% and 103.4%, relative standard deviation
Between 1.1-12.5%.
Claims (8)
1. the preparation method of functional form magnetic ionic liquids graphene adsorbent, which comprises the following steps:
S1. functional form magnetic ionic liquids are synthesized: water-soluble trivalent ferric salt and ionic liquid are mixed in proportion, are sufficiently reacted
Effect obtains the magnetic ionic liquids of brown color, obtained magnetic ionic liquids is added water extraction and separation, by unreacted reaction
Object removal, then vacuum drying obtains pure magnetic ionic liquids；
S2. the synthesis of magnetic function type ionic liquid graphene: by graphene, water soluble ion liquid and step S1 preparation
Pure magnetic ionic liquids are proportionally added into ultrapure water, sufficiently after reaction, under normal temperature and pressure, oxygen-free environment, are added water-soluble
Property divalent iron salt, concentrated ammonia liquor is added dropwise, the reaction was continued is precipitated under ultrasonic wave effect, finally isolates and purifies using magnet
Drying is washed, magnetic graphene is obtained.
2. the preparation method of functional form magnetic ionic liquids graphene adsorbent according to claim 1, it is characterised in that:
Water soluble ion liquid described in step S2 be 1- butyl -3- methylimidazole Bromide, 1- butyl -3- methylimidazole chlorate or
Any one in 1- hexyl -3- methylimidazole chlorate.
3. the preparation method of functional form magnetic ionic liquids graphene adsorbent according to claim 1, it is characterised in that:
Water-soluble trivalent ferric salt is ferric chloride hexahydrate in step S1.
4. the preparation method of functional form magnetic ionic liquids graphene adsorbent according to claim 1, it is characterised in that:
Watersoluble divalent molysite is green vitriol in step S2.
5. the preparation method of functional form magnetic ionic liquids graphene adsorbent according to claim 1, it is characterised in that:
The molar ratio of pure magnetic ionic liquids and watersoluble divalent molysite is 2:1 in step S2.
6. the preparation method of functional form magnetic ionic liquids graphene adsorbent according to claim 1, it is characterised in that:
The graphene of the pure magnetic ionic liquids of every 1mol and 10g mix in ultrapure water in step S2.
7. the function functional form magnetic ionic liquids graphene being prepared such as preparation method of any of claims 1-6
Adsorbent.
8. functional form magnetic ionic liquids graphene adsorbent as claimed in claim 7 is to the biology poison in complex matrices sample
The application of element, pesticide, veterinary drug and ultraviolet absorbing agent absorption.
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| CN110075814A (en) * | 2019-05-06 | 2019-08-02 | 苏州科技大学 | A kind of two dimension N doping magnetic ionic liquids class zeolite imidazole ester nano material and preparation method thereof, purposes |
| CN113019091A (en) * | 2021-03-03 | 2021-06-25 | 山东理工大学 | Preparation method and application of nonaqueous liquid phase complexing iron-nanofluid |
| CN113252834A (en) * | 2021-04-09 | 2021-08-13 | 宁波工程学院 | Magnetic-assisted matrix solid-phase dispersion extraction method based on hydrophilic effect |
| CN113252834B (en) * | 2021-04-09 | 2022-08-05 | 宁波工程学院 | Magnetic-assisted matrix solid-phase dispersion extraction method based on hydrophilic effect |
| WO2023222465A1 (en) * | 2022-05-17 | 2023-11-23 | Aston University | Composite sorbent material |
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