CN113620820A - Novel functionalized magnetic ionic liquid and preparation method and application thereof - Google Patents
Novel functionalized magnetic ionic liquid and preparation method and application thereof Download PDFInfo
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- CN113620820A CN113620820A CN202110916166.8A CN202110916166A CN113620820A CN 113620820 A CN113620820 A CN 113620820A CN 202110916166 A CN202110916166 A CN 202110916166A CN 113620820 A CN113620820 A CN 113620820A
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- 239000002608 ionic liquid Substances 0.000 title claims abstract description 77
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 229940124307 fluoroquinolone Drugs 0.000 claims abstract description 24
- 238000000605 extraction Methods 0.000 claims abstract description 22
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 13
- 239000007864 aqueous solution Substances 0.000 claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000003242 anti bacterial agent Substances 0.000 claims description 18
- 229940088710 antibiotic agent Drugs 0.000 claims description 18
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical group ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 16
- 239000003960 organic solvent Substances 0.000 claims description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 10
- 238000002390 rotary evaporation Methods 0.000 claims description 10
- GFHNAMRJFCEERV-UHFFFAOYSA-L cobalt chloride hexahydrate Chemical compound O.O.O.O.O.O.[Cl-].[Cl-].[Co+2] GFHNAMRJFCEERV-UHFFFAOYSA-L 0.000 claims description 9
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 claims description 9
- 229940116357 potassium thiocyanate Drugs 0.000 claims description 9
- -1 benzyl compound Chemical class 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 claims description 7
- 238000001291 vacuum drying Methods 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- 238000010992 reflux Methods 0.000 claims description 6
- 239000008367 deionised water Substances 0.000 claims description 5
- 229910021641 deionized water Inorganic materials 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- ZKSOJQDNSNJIQW-UHFFFAOYSA-N 1-(bromomethyl)-3-methoxybenzene Chemical compound COC1=CC=CC(CBr)=C1 ZKSOJQDNSNJIQW-UHFFFAOYSA-N 0.000 claims description 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 3
- AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 claims description 3
- 125000000524 functional group Chemical group 0.000 claims description 3
- 238000009210 therapy by ultrasound Methods 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract description 13
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract description 8
- 229940079593 drug Drugs 0.000 abstract description 6
- 239000003814 drug Substances 0.000 abstract description 6
- 150000001768 cations Chemical class 0.000 abstract description 5
- 150000001450 anions Chemical class 0.000 abstract description 3
- 238000004853 microextraction Methods 0.000 abstract description 3
- 238000001308 synthesis method Methods 0.000 abstract description 3
- 125000000217 alkyl group Chemical group 0.000 abstract description 2
- INDBQWVYFLTCFF-UHFFFAOYSA-L cobalt(2+);dithiocyanate Chemical compound [Co+2].[S-]C#N.[S-]C#N INDBQWVYFLTCFF-UHFFFAOYSA-L 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000002904 solvent Substances 0.000 description 6
- 239000006228 supernatant Substances 0.000 description 6
- 238000001237 Raman spectrum Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000003306 quinoline derived antiinfective agent Substances 0.000 description 4
- 230000021615 conjugation Effects 0.000 description 3
- 239000013058 crude material Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000000622 liquid--liquid extraction Methods 0.000 description 3
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- 238000000638 solvent extraction Methods 0.000 description 3
- 238000000527 sonication Methods 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 208000035143 Bacterial infection Diseases 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 206010034133 Pathogen resistance Diseases 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 208000022362 bacterial infectious disease Diseases 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/62—Quaternary ammonium compounds
- C07C211/63—Quaternary ammonium compounds having quaternised nitrogen atoms bound to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
- C07C217/58—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C221/00—Preparation of compounds containing amino groups and doubly-bound oxygen atoms bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/02—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
- C07C225/14—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated
- C07C225/16—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01F—MAGNETS; INDUCTANCES; TRANSFORMERS; SELECTION OF MATERIALS FOR THEIR MAGNETIC PROPERTIES
- H01F1/00—Magnets or magnetic bodies characterised by the magnetic materials therefor; Selection of materials for their magnetic properties
- H01F1/44—Magnets or magnetic bodies characterised by the magnetic materials therefor; Selection of materials for their magnetic properties of magnetic liquids, e.g. ferrofluids
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- Organic Chemistry (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Extraction Or Liquid Replacement (AREA)
Abstract
The invention relates to a preparation method and application of a novel functionalized magnetic ionic liquid. In the novel functionalized ionic liquid, cations have long-chain alkyl, benzyl structures or carbonyl structures or methoxy structures. The anion is cobalt thiocyanate ion. The novel functionalized ionic liquid provided by the invention is used as a micro-extraction phase, shows good hydrophobicity, has higher extraction capacity on fluoroquinolone medicines in a water body, has an obvious blue color mark, and is easy to visually separate from an aqueous solution through a magnet. The synthesis method provided by the invention is simple and mild in reaction conditions.
Description
Technical Field
The invention relates to the technical field of ionic liquid, in particular to a preparation method and application of novel functionalized magnetic ionic liquid, and especially relates to ionic liquid with benzyl or carbonyl or methoxy and application thereof in liquid-liquid extraction of fluoroquinolone medicines in water.
Background
Fluoroquinolone antibiotics are widely used as broad-spectrum active drugs against various pathogenic bacterial infections. With the increasing use of fluoroquinolone antibiotics in human and veterinary clinical treatments, fluoroquinolone antibiotics have been discharged into the aqueous environment in their original form or as potentially active metabolites, which may lead to the development of bacterial resistance or have adverse effects on humans and the environment. Therefore, selective extraction of trace fluoroquinolone antibiotics in water is critical to human health and environmental protection.
Ionic liquids have low vapor pressure, good solubility and high chemical stability, and are promising extraction solvents in liquid-liquid extraction. In recent years, new magnetic ionic liquids have been developed which combine the above-mentioned excellent properties of ionic liquids with magnetic properties. These properties bring more advantages and potential application prospects than traditional solvents in the separation process. Hydrophobic magnetic ionic liquids are more suitable as extraction solvents to obtain phase separation of aqueous samples. By using a magnet to easily recover dispersed magnetic ionic liquid droplets, the centrifugation step is eliminated, greatly reducing analysis time.
With the continuous and deep research and application of the ionic liquid, the conventional ionic liquid cannot meet the requirement. Therefore, it is necessary to design an ionic liquid having a specific functional group according to the structure or properties of the target.
Disclosure of Invention
The novel functionalized ionic liquid provided by the invention is used as a micro-extraction phase, shows good hydrophobicity, has higher extraction capacity on fluoroquinolone medicines in a water body, has obvious color marks (blue), and is easy to visually separate from an aqueous solution through a magnet. The synthesis method provided by the invention is simple and mild in reaction conditions.
An ionic liquid with benzyl or carbonyl or methoxy, wherein the ionic liquid with benzyl or carbonyl or methoxy consists of an anion and a cation;
the anion is:
the cation with benzyl is as follows:
the cation with carbonyl is as follows:
the cation with the methoxyl is as follows:
a novel functionalized magnetic ionic liquid has structural formulas shown in formulas (I) to (III):
the preparation method of the novel functionalized magnetic ionic liquid comprises the following steps:
1) mixing n-octylamine and benzyl compounds with different functional groups in an organic solvent, reacting under the reflux condition, removing the organic solvent through rotary evaporation, washing crude substances for a plurality of times by using n-hexane under ultrasonic treatment, and then carrying out vacuum drying to obtain an intermediate;
2) mixing the intermediate, cobalt chloride hexahydrate and potassium thiocyanate in an organic solvent, reacting under the reflux condition, centrifuging to remove unreacted substances, performing rotary evaporation on supernate to remove the organic solvent, washing a product with excessive deionized water, and performing vacuum drying to obtain the novel functionalized ionic liquid.
The preparation method of the novel functionalized magnetic ionic liquid comprises the following steps of (1) according to molar ratio, benzyl compound: n-octylamine: cobalt chloride hexahydrate: potassium thiocyanate is 1: 1: 1: 4.
in the preparation method of the novel functionalized magnetic ionic liquid, in the step 1), the benzyl compound is one of benzyl bromide, 1, 4- (bromomethyl) phenyl) ethanone and 3-methoxybenzyl bromide.
In the preparation method of the novel functionalized magnetic ionic liquid, in the step 1), the organic solvent is chloroform.
In the preparation method of the novel functionalized magnetic ionic liquid, in the step 1), the reaction temperature is 70-90 ℃, and the reaction time is 72 hours.
In the preparation method of the novel functionalized magnetic ionic liquid, in the step 2), the organic solvent is acetone.
In the step 2), the reaction temperature is 50-60 ℃ and the reaction time is 5 hours.
The novel functionalized magnetic ionic liquid is applied to extraction of fluoroquinolone medicines.
The application method comprises the following steps of adding the novel functionalized magnetic ionic liquid into the fluoroquinolone antibiotic-containing aqueous solution, extracting by using a vortex instrument, and then separating by using a magnet.
The invention has the beneficial effects that: taking hydrophobic magnetic ionic liquid with long-chain alkyl, benzyl structure or carbonyl structure or methoxyl structure as micro-extraction phase, and performing liquid-liquid extraction on trace fluoroquinolone drugs in water. Compared with the traditional ionic liquid, the novel functionalized magnetic ionic liquid has higher extraction capacity, is easy to be visually separated from the aqueous solution through a magnet, and avoids a centrifugation step. The synthesis method provided by the invention is simple and mild in reaction conditions.
Drawings
Fig. 1 is a raman spectrum of the carbonyl-functionalized ionic liquid obtained in example 2.
Fig. 2 is a raman spectrum of the methoxy-functionalized ionic liquid obtained in example 3.
FIG. 3 is a graphical representation of the extraction capacities obtained in examples 4, 5 and 6.
Detailed Description
Example 1 preparation of benzyl-functionalized magnetic Ionic liquids
4mmol of n-octylamine and 4mmol of benzyl bromide are mixed, dissolved in 100mL of chloroform, and the reaction is carried out under reflux at 70 ℃ for 72 hours. The solvent chloroform was removed by rotary evaporation, the crude material was washed four times with 200mL of n-hexane under sonication and dried under vacuum at 60 ℃ for 24h to give an intermediate. 2mmol of cobalt chloride hexahydrate and 8mmol of potassium thiocyanate are mixed, dissolved in acetone together with an intermediate, and condensed and refluxed for 5 hours at 50 ℃. Centrifuging to remove unreacted substances, performing rotary evaporation on the supernatant to remove the organic solvent, washing the product with excessive deionized water, and performing vacuum drying at 60 ℃ for 24 hours to obtain the ionic liquid with benzyl groups, wherein the structural formula is as follows:
example 2 preparation of carbonyl functionalized magnetic Ionic liquids
4mmol of n-octylamine and 4mmol of 1, 4- (bromomethyl) phenyl) ethanone are mixed, dissolved in 100mL of chloroform, and condensed and refluxed at 70 ℃ for 72 hours. The solvent chloroform was removed by rotary evaporation, the crude material was washed four times with 200mL of n-hexane under sonication and dried under vacuum at 60 ℃ for 24h to give an intermediate. 2mmol of cobalt chloride hexahydrate and 8mmol of potassium thiocyanate are mixed, dissolved in acetone together with an intermediate, and condensed and refluxed for 5 hours at 50 ℃. Centrifuging to remove unreacted substances, performing rotary evaporation on the supernatant to remove the organic solvent, washing the product with excessive deionized water, and performing vacuum drying at 60 ℃ for 24 hours to obtain the ionic liquid with carbonyl groups, wherein the structural formula is as follows:
FIG. 1 shows Raman spectra of ionic liquid at 139cm-1、571cm-1、803cm-1Characteristic peaks show that the intermediate, cobalt chloride hexahydrate and potassium thiocyanate successfully carry out a complex reaction, and the carbonyl functionalized ionic liquid is successfully prepared.
Example 3 preparation of methoxy functionalized magnetic Ionic liquid
4mmol of n-octylamine and 4mmol of 3-methoxybenzyl bromide are mixed, dissolved in 100mL of chloroform, and the reaction is carried out for 72 hours under reflux at 70 ℃. The solvent chloroform was removed by rotary evaporation, the crude material was washed four times with 200mL of n-hexane under sonication and dried under vacuum at 60 ℃ for 24h to give an intermediate. 2mmol of cobalt chloride hexahydrate and 8mmol of potassium thiocyanate are mixed, dissolved in acetone together with an intermediate, and condensed and refluxed for 5 hours at 50 ℃. Centrifuging to remove unreacted substances, performing rotary evaporation on the supernatant to remove the organic solvent, washing the product with excessive deionized water, and performing vacuum drying at 60 ℃ for 24 hours to obtain the ionic liquid with the methoxyl, wherein the structural formula is as follows:
FIG. 2 shows the Raman spectrum of an ionic liquid at 305cm-1、578cm-1、834cm-1Characteristic peaks show that the intermediate, cobalt chloride hexahydrate and potassium thiocyanate successfully carry out a complex reaction, and the methoxy functional ionic liquid is successfully prepared.
Example 4 application of benzyl functionalized magnetic ionic liquid in extraction of fluoroquinolone antibiotics
Adding 1-5 microliter of benzyl functionalized magnetic ionic liquid into 5-10ppm fluoroquinolone antibiotic aqueous solution, extracting for 5-10min by using a vortex apparatus at 2500rpm, and then separating the ionic liquid from the aqueous solution by using a magnet. The supernatant is measured by a high performance liquid chromatography-ultraviolet detector, the result shows that the extraction efficiency of the fluoroquinolone antibiotics is 64.95%, and compared with the extraction efficiency of other two functionalized ionic liquids (see figure 3), the extraction efficiency is the lowest because pi-pi conjugation only exists between the fluoroquinolone antibiotics and benzyl functionalized ionic liquid. After the ionic liquid is eluted by methanol, the fluoroquinolone antibiotics can still be effectively extracted by recycling for 3 times.
Example 5 application of carbonyl functionalized magnetic ionic liquid in extraction of fluoroquinolone antibiotics
Adding 1-5 microliter of carbonyl functionalized magnetic ionic liquid into 5-10ppm fluoroquinolone antibiotic aqueous solution, extracting for 5-10min by using a vortex apparatus at 2500rpm, and then separating the ionic liquid from the aqueous solution by using a magnet. The supernatant is measured by a high performance liquid chromatography-ultraviolet detector, and the result shows that the extraction efficiency of the fluoroquinolone antibiotics is 96.97 percent, compared with the extraction efficiency of other two functionalized ionic liquids (see figure 3), except that pi-pi conjugation exists between the fluoroquinolone antibiotics and the carbonyl functionalized ionic liquid, the carbonyl in the ionic liquid and the hydroxyl in the fluoroquinolone antibiotics also form hydrogen bonds, so the extraction efficiency is highest. After the ionic liquid is eluted by methanol, the fluoroquinolone antibiotics can still be effectively extracted by recycling for 3 times.
Example 6 application of methoxy functionalized magnetic ionic liquid in extraction of fluoroquinolone antibiotics
Adding 1-5 microliter of methoxy functionalized magnetic ionic liquid into 5-10ppm fluoroquinolone antibiotic aqueous solution, extracting for 5-10min by using a vortex apparatus at 2500rpm, and then separating the ionic liquid from the aqueous solution by using a magnet. The supernatant is measured by a high performance liquid chromatography-ultraviolet detector, and the result shows that the extraction efficiency of the fluoroquinolone antibiotics is 72 percent, compared with the extraction efficiency of other two kinds of functionalized ionic liquids (see figure 3), pi-pi conjugation effect and hydrogen bond effect also exist between the fluoroquinolone antibiotics and the methoxyl functionalized ionic liquid, so the extraction efficiency is higher than that of benzyl functionalized ionic liquid. However, this effect is weaker than that of the carbonyl-functionalized ionic liquid, and the extraction efficiency is lower than that of the carbonyl-functionalized ionic liquid. After the ionic liquid is eluted by methanol, the fluoroquinolone antibiotics can still be effectively extracted by recycling for 3 times.
Claims (10)
1. A novel functionalized magnetic ionic liquid is characterized in that the structural formulas are shown as formulas (I) to (III):
2. the preparation method of the novel functionalized magnetic ionic liquid as claimed in claim 1, characterized by comprising the following steps:
1) mixing n-octylamine and benzyl compounds with different functional groups in an organic solvent, reacting under the reflux condition, removing the organic solvent through rotary evaporation, washing crude substances for a plurality of times by using n-hexane under ultrasonic treatment, and then carrying out vacuum drying to obtain an intermediate;
2) mixing the intermediate, cobalt chloride hexahydrate and potassium thiocyanate in an organic solvent, reacting under the reflux condition, centrifuging to remove unreacted substances, performing rotary evaporation on supernate to remove the organic solvent, washing a product with excessive deionized water, and performing vacuum drying to obtain the novel functionalized ionic liquid.
3. The method for preparing a novel functionalized magnetic ionic liquid according to claim 2, wherein the molar ratio of the benzyl compound: n-octylamine: cobalt chloride hexahydrate: potassium thiocyanate is 1: 1: 1: 4.
4. the method for preparing the novel functionalized magnetic ionic liquid according to claim 3, wherein in the step 1), the benzyl compound is one of benzyl bromide, 1, 4- (bromomethyl) phenyl) ethanone and 3-methoxybenzyl bromide.
5. The method for preparing the novel functionalized magnetic ionic liquid according to claim 4, wherein in the step 1), the organic solvent is chloroform.
6. The method for preparing the novel functionalized magnetic ionic liquid according to claim 5, wherein in the step 1), the reaction temperature is 70-90 ℃ and the reaction time is 72 hours.
7. The method for preparing the novel functionalized magnetic ionic liquid according to claim 6, wherein in the step 2), the organic solvent is acetone.
8. The method for preparing a novel functionalized magnetic ionic liquid according to claim 7, wherein in the step 2), the reaction temperature is 50-60 ℃ and the reaction time is 5 hours.
9. The use of a novel functionalized magnetic ionic liquid according to claim 1 for the extraction of fluoroquinolones.
10. The use according to claim 9, characterized in that it consists in adding a new functionalized magnetic ionic liquid according to claim 1 to an aqueous solution containing fluoroquinolone antibiotics, extracting it with a vortexer and then separating it with a magnet.
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| CN115069215A (en) * | 2022-07-04 | 2022-09-20 | 辽宁大学 | Novel functionalized magnetic porous biochar material and preparation method and application thereof |
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