CN110256355A - 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) closes cobalt (II) magnetic ionic liquids, preparation method and application - Google Patents
1- butyl -3- methylimidazole three (hexafluoroacetylacetone) closes cobalt (II) magnetic ionic liquids, preparation method and application Download PDFInfo
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Abstract
1- butyl -3- methylimidazole three (hexafluoroacetylacetone) closes cobalt (II) magnetic ionic liquids, preparation method and application, cobalt acid ammonium is closed as monomer using 1- butyl -3- methylimidazole bromide and three (hexafluoroacetylacetones), and cobalt magnetic ionic liquids are closed using ion exchange preparation 1- butyl -3- methylimidazole three (hexafluoroacetylacetone).It is in solid-state under cobalt (II) magnetic ionic liquids room temperature that 1- butyl -3- methylimidazole three (hexafluoroacetylacetone), which closes, it is dissolved in methanol, acetonitrile and is able to maintain certain viscosity, it is not soluble in water, liquid chromatogram instrument can be directly entered using dispersive liquid-liquid microextraction technology, it is simple and convenient for analyzing test.The present invention prepares the process of magnetic ionic liquids compared with general magnetic ionic liquids, has the characteristics that synthesis step is simple, viscosity is low, has obvious color, thermal stability height, safety and stability, processability good；In addition, the magnetic ionic liquids being prepared are easy to process, there is paramagnetism, and match with liquid chromatogram mobile phase, is conducive to the application range for expanding magnetic ionic liquids.
Description
Technical field
The invention belongs to magnetic ionic liquids and its preparation technical field, be related to it is a kind of based on Co magnetic ionic liquids and its
Preparation method, and in particular to 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) closes cobalt (II) magnetic ionic liquids, preparation side
Method and application.
Background technique
Ionic liquid was widely paid close attention in recent years due to its excellent characteristic, and with magnetic ionic liquid
I.e. magnetic ionic liquids are more doubled because also having certain magnetizability other than the good characteristic for possessing ionic liquid
It is concerned, huge potentiality to be exploited is shown in terms of extraction.This magnetizability makes magnetic ionic liquids in analytical chemistry
Preprocessing process has its unique advantage, quick separating can be realized using its magnetism, and can be by extraction, enrichment, one step of centrifugation
It completes, save the cost and time.
The magnetic ionic liquids reported out at present are most of with Fe, synthesize based on Ni, Mn and organic matter free radical,
But there are many problems, and the magnetic ionic liquids report based on Co is also seldom at present, possess very high researching value.Currently
Most of magnetic ionic liquids influence effect of extracting there are many problems, such as the hydrolysis of Fe in a solvent；Magnetism based on Mn
Ionic liquid is colourless, and the rate of recovery is not high, causes separation difficult and is unsuitable for liquid chromatogram；Ni viscosity is larger, easily inhales
It is attached on chamber wall；Organic synthesis is cumbersome.Co base magnetic ionic liquids in report at present, cationic mostly long-chain phosphonium salt,
Nitrogen salt, dissolubility is not and problem (flowing matches) in chromatographic apparatus combination very well, and currently based on the big of Co element
Part magnetic ionic liquids are in laboratory stage, are not widely used, and type is less, design and develop novel magnetic
Property ionic liquid has a extensive future.
1- butyl -3- methylimidazole three (hexafluoroacetylacetone) closes cobalt (II) magnetic ionic liquids category and reports for the first time, makes
Preparation Method is also that the present invention refers to for the first time.The present invention will extend the research and application field of magnetic ionic liquids.
Summary of the invention
In view of the deficiencies of the prior art, the present invention proposes a kind of three (hexafluoroacetylacetonate of 1- butyl -3- methylimidazole
Ketone) cobalt (II) magnetic ionic liquids, preparation method and application are closed, a kind of stabilization can be obtained, has obvious color, is paramagnetism, viscous
Spend solid magnetic ionic liquids under low, room temperature.Gained magnetic ionic liquids are dissolved in methanol, acetonitrile, ethyl acetate, dichloromethane
Alkane, chloroform, not soluble in water, propyl alcohol, butanol, hexamethylene, hexane, and match with liquid chromatogram mobile phase, can directly into
Enter liquid chromatogram.
The technical solution adopted by the present invention are as follows:
A kind of 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) conjunction cobalt (II) magnetic ionic liquids, the ionic liquid
It closes cobalt (II) acid radical anion by 1- butyl -3- methyl imidazolium cation and three (hexafluoroacetylacetones) to form, in red under room temperature
Color solid, is dissolved in methanol, acetonitrile, ethyl acetate, methylene chloride, chloroform, not soluble in water, propyl alcohol, butanol, hexamethylene, oneself
In alkane, structure is as follows:
A kind of 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) closes the preparation method of cobalt (II) magnetic ionic liquids,
The following steps are included:
The first step, three (hexafluoroacetylacetones) of preparation close cobalt (II) acid radical anion
(1) ammonium hydroxide is added to absolute ethanol, then hexafluoroacetylacetone is added dropwise, white vapor occur.It is heavy to white vapor
Cobalt chloride is added after drop.In every 30mL dehydrated alcohol, it is corresponding be added 1.5ml ammonium hydroxide, 1.3ml hexafluoroacetylacetone,
0.8g cobalt chloride.
(2) cobalt chloride gradually dissolves, and solution is in peony, is stirred at room temperature 5-8 hours.
(3) 40 DEG C of -60 DEG C of rotary evaporations remove ethyl alcohol, and crude product is dissolved in ethyl acetate, adopts and is washed with deionized
For several times, until AgNO is added containing water section3Precipitating is not generated.
(4) 40 DEG C of -60 DEG C of rotary evaporation ethyl acetate are dried in vacuo 8-10h at 40 DEG C -60 DEG C, finally obtain red solid
Body powder obtains 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) and closes cobalt (II).
Second step, preparation 1- butyl -3- methyl imidazolium cation cation
(1) after mixing isometric N- methylimidazole with bromination of n-butane, it is stirred to react 8-12h at 50 DEG C -100 DEG C,
Obtain light oil yellow color clear thick liquid.
(2) ethyl acetate is added, is vigorously stirred, ultrasound, stratification after concussion, upper layer ester layer is in colourless, and lower layer is in light
Oil yellow color clear removes ester layer, is repeated several times, and reaches until silver nitrate is added in ester layer without until precipitating appearance.
It is saturating to obtain the clarification of oil yellow color by (3) 40 DEG C of -60 DEG C of rotary evaporation ethyl acetate, 40 DEG C of -60 DEG C of vacuum drying 8-10h
Bright viscous liquid obtains 1- butyl -3- methylimidazole bromide.
Third step, the product that the first step and second step are prepared carry out ion exchange, obtain magnetic ionic liquids
(1) 1- butyl -3- methylimidazole bromide and three (hexafluoroacetylacetones) are closed into the cobalt acid ammonium nothing of 1:1 addition in molar ratio
In water methanol, methanol is that solvent can make ion exchange, and 8-10h is stirred at room temperature, obtains red liquid.In the step
1- butyl -3- methylimidazole bromide, which closes cobalt acid ammonium with three (hexafluoroacetylacetones), can make to react just complete in molar ratio.It is described
Every 30ml anhydrous methanol in corresponding three (hexafluoroacetylacetones) that 1mmol is added close cobalt acid ammonium.
(2) in 40 DEG C of -60 DEG C of rotary evaporation of solvent, the glutinous silk fabric liquid of blue is obtained.The temperature of rotary evaporation of solvent in the step
Degree evaporates completely and does not destroy product structure in which can make solvent safety.
(3) ethyl acetate is added in the crude product that step 2 obtains, is washed with equal portions deionized water and is added for several times to water layer
Enter silver nitrate to generate without precipitating.Deionized water washing guarantee completely removes unreacted raw material and impurity in the step.
(4) 40 DEG C of -60 DEG C of rotary evaporations fall ethyl acetate.The temperature of rotary evaporation of solvent can make solvent safety in the step
Ground evaporation is complete and does not destroy product structure.
(5) methylene chloride is added, then needs to continue after being filtered to remove red crystals if any red crystals precipitation, it is such as not red
The precipitation of color crystal then continues；It is produced for several times to water layer without obvious sticky and addition silver nitrate without precipitating using the washing of equal portions deionized water
It is raw, take organic layer.Can guarantee that raw material all removes using methylene chloride in the step, product is completely dissolved in methylene chloride,
Realize the separation of product and raw material；The temperature of rotary evaporation of solvent evaporates completely and does not destroy product knot in which can make solvent safety
Structure.
Step 6: organic layer is under the conditions of 30 DEG C -40 DEG C, rotary evaporation methylene chloride, and 40 DEG C -60 DEG C are dried in vacuum overnight
Orange red solid is obtained, slightly sticky sense.Product can be made to be completely dried and will not using 40 DEG C of -60 DEG C of vacuum drying in the step
The structures such as decompose are destroyed.
A kind of 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) closes the application of cobalt (II) magnetic ionic liquids, uses
The magnetic ionic liquids of acquisition carry out micro-extraction application, inject liquid chromatogram for magnetic ionic liquids as extractant, use chromatography
It tests and analyzes, can be avoided the strip stage in conventional method, so that analysis detection is more convenient.Because of magnetic ion liquid
Body has certain magnetizability, and this application utilizes this characteristic, using dispersive liquid-liquid microextraction method.Specifically: this application
1ml-2ml methylene chloride will be added in aqueous solution dissolves magnetic ionic liquids.Magnetic stir bar is put into containing sample
In aqueous solution, 1ml-2ml methylene chloride and obtained magnetic ionic liquids are added through being vigorously stirred and contain magnetic ion liquid
The fine liquid of body is evenly spread in solution.After standing, all magnetic ionic liquids are all adsorbed on stirrer.It is inhaled
Out and be directly injected into liquid chromatograph, mobile phase ratio be set as methanol than water be 7:3 to 9:1,30 DEG C of column oven.
Compared with prior art, the invention has the benefit that
(1) preparation method of the present invention is simple, safe operation.
(2) the 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) that the present invention is prepared closes cobalt (II) magnetic ion
It is solid-state under liquid room temperature, it is easy to process, there is paramagnetism.Certain viscosity can be still kept in water after methanol dissolution, and
Quick separating, purification and recycling from water sample can be realized by adjusting magnetic field strength, be conducive to expand magnetic ionic liquids
Application range can substantially shorten time-consuming applied to chromatography detection process.
Detailed description of the invention
Fig. 1 is -3 methylimidazole bromide infrared absorption spectrum of 1- butyl in embodiment 1；Wherein 3000nm-3500nm absorbs
Peak is water, and 1000nm-1600nm is product Absorption Characteristics peak.
Fig. 2 is that three (hexafluoroacetylacetones) close cobalt acid ammonium infrared absorption spectrum in embodiment 1；3200nm-3500nm absorbs
For ammonium root, 500nm-700nm is Co element absorption peak.
Fig. 3 is that -3 methylimidazole three (hexafluoroacetylacetone) of 1- butyl closes the infrared suction of cobalt magnetic ionic liquids in embodiment 1
Receive spectrum；3000nm-3500nm occurs without peak, illustrates that water and ammonium root removal, other wavelength contain -3 methylimidazole bromine of 1- butyl
Salt and three (hexafluoroacetylacetones) close the Absorption Characteristics peak of cobalt.
Fig. 4 is that -3 methylimidazole three (hexafluoroacetylacetone) of 1- butyl closes cobalt magnetic ionic liquids nuclear-magnetism hydrogen in embodiment 1
Spectrum；Hydrogen type and ratio are consistent with structure.
Fig. 5 is that -3 methylimidazole three (hexafluoroacetylacetone) of 1- butyl closes cobalt magnetic ionic liquids element point in embodiment 1
Analysis；The ratio of F element and O element is about 3:1, and the ratio of Co element and N element is about 1:2, the ratio of F element and N element
Example is about 9:1, meets -3 methylimidazole three (hexafluoroacetylacetone) of 1- butyl and closes cobalt structure.
Fig. 6 is that -3 methylimidazole three (hexafluoroacetylacetone) of 1- butyl closes cobalt magnetic ionic liquids scanning electricity in embodiment 1
Mirror pattern, no fixed form.
Specific embodiment
Below in conjunction with specific embodiment, the present invention will be further described.
Embodiment 1
The first step, the preparation of anion
1.5ml ammonium hydroxide is added in 30mL dehydrated alcohol, then uses preservative film sealed flask, and by syringe with about
1.3ml hexafluoroacetylacetone is added dropwise into flask for the rate of 1mL/min, white vapor occurs.Etc. white vapors sedimentation after be added
0.8g cobalt chloride.Cobalt chloride gradually dissolves, and solution is in peony, and 5h is stirred at room temperature.40 DEG C of rotary evaporation ethyl alcohol, will slightly produce
Object is re-dissolved in 20mL ethyl acetate, is washed for several times with the deionized water of 5mL equal portions, until AgNO is added containing water section3It does not produce
Raw precipitating.40 DEG C of rotary evaporation ethyl acetate, are dried in vacuo 8h at 40 DEG C, finally obtain red solid powder.
Second step, cationic preparation
It will be stirred to react overnight at 20ml N- methylimidazole and 50 DEG C of 20ml bromination of n-butane, obtain light oil yellow color clarification
Clear viscous liquids.20ml ethyl acetate is added, is vigorously stirred, ultrasound, stratification after concussion, upper layer ester layer in colourless, under
Layer is in light oil yellow color clear, removes ester layer, is repeated several times, and is up to reaching no precipitating in ester layer addition silver nitrate
Only.40 DEG C of rotary evaporation ethyl acetate, 40 DEG C of vacuum drying 8h.Obtain oil yellow color clear viscous liquid.
Third step, ion exchange
10mmol 1- butyl -3- methylimidazole bromide is closed cobalt acid ammonium with 10mmol tri- (hexafluoroacetylacetone) to be added to
In 30ml anhydrous methanol, 8h is stirred at room temperature.40 DEG C of rotary evaporation of solvent.20ml ethyl acetate is added in crude product, 5ml is used
AgNO is added for several times, up to containing water section in the deionized water washing of equal portions3Precipitating is not generated.Water layer is colourless, and ester layer is red.40℃
Rotary evaporation falls ethyl acetate, and 20ml methylene chloride is added, with 5ml deionized water wash for several times to water layer without it is obvious sticky and plus
Enter silver nitrate to generate without precipitating, there are red crystals to be precipitated and remove.30 DEG C of rotary evaporation methylene chloride, 40 DEG C of vacuum drying 8h are obtained
To Orange red solid, slightly sticky sense.
The application of 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) conjunction cobalt (II) magnetic ionic liquids: will be water-soluble
1ml methylene chloride is added in liquid dissolves magnetic ionic liquids.Magnetic stir bar is put into the aqueous solution containing sample, is added
A small amount of methylene chloride and obtained magnetic ionic liquids, through being vigorously stirred, the fine liquid containing magnetic ionic liquids is uniform
It is distributed in solution.After standing, all magnetic ionic liquids are all adsorbed on stirrer.It is sucked out and is directly injected into liquid phase
In chromatograph, mobile phase ratio is set as methanol than water 70:30, and 30 DEG C of column oven.
Embodiment 2
The first step, the preparation of anion
1.5ml ammonium hydroxide is added in 30mL dehydrated alcohol, then uses preservative film sealed flask, and by syringe with about
1.3ml hexafluoroacetylacetone is added dropwise into flask for the rate of 1mL/min, white vapor occurs.Etc. white vapors sedimentation after be added
0.8g cobalt chloride.Cobalt chloride gradually dissolves, and solution is in peony, and 7h is stirred at room temperature.50 DEG C of rotary evaporation ethyl alcohol, will slightly produce
Object is re-dissolved in 20mL ethyl acetate, is washed for several times with the deionized water of 5mL equal portions, until AgNO is added containing water section3It does not produce
Raw precipitating.50 DEG C of rotary evaporation ethyl acetate, are dried in vacuo 9h at 50 DEG C, finally obtain red solid powder.
Second step, cationic preparation
It will be stirred to react overnight at 20ml N- methylimidazole and 75 DEG C of 20ml bromination of n-butane, obtain light oil yellow color clarification
Clear viscous liquids.20ml ethyl acetate is added, is vigorously stirred, ultrasound, stratification after concussion, upper layer ester layer in colourless, under
Layer is in light oil yellow color clear, removes ester layer, is repeated several times, and is up to reaching no precipitating in ester layer addition silver nitrate
Only.50 DEG C of rotary evaporation ethyl acetate, 50 DEG C of vacuum drying 9h.Obtain oil yellow color clear viscous liquid.
Third step, ion exchange
10mmol 1- butyl -3- methylimidazole bromide is closed cobalt acid ammonium with 10mmol tri- (hexafluoroacetylacetone) to be added to
In 30ml anhydrous methanol, 9h is stirred at room temperature.50 DEG C of rotary evaporation of solvent.20ml ethyl acetate is added in crude product, 5ml is used
AgNO is added for several times, up to containing water section in the deionized water washing of equal portions3Precipitating is not generated.Water layer is colourless, and ester layer is red.50℃
Rotary evaporation falls ethyl acetate, and 20ml methylene chloride is added, with 5ml deionized water wash for several times to water layer without it is obvious sticky and plus
Enter silver nitrate to generate without precipitating, there are red crystals to be precipitated and remove.35 DEG C of rotary evaporation methylene chloride, 50 DEG C of vacuum drying 9h are obtained
To Orange red solid, slightly sticky sense.
The application of 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) conjunction cobalt (II) magnetic ionic liquids: will be water-soluble
1ml methylene chloride is added in liquid dissolves magnetic ionic liquids.Magnetic stir bar is put into the aqueous solution containing sample, is added
A small amount of methylene chloride and obtained magnetic ionic liquids, through being vigorously stirred, the fine liquid containing magnetic ionic liquids is uniform
It is distributed in solution.After standing, all magnetic ionic liquids are all adsorbed on stirrer.It is sucked out and is directly injected into liquid phase
In chromatograph, mobile phase ratio is set as methanol than water 80:20, and 30 DEG C of column oven.
Embodiment 3
The first step, the preparation of anion
1.5ml ammonium hydroxide is added in 30mL dehydrated alcohol, then uses preservative film sealed flask, and by syringe with about
1.3ml hexafluoroacetylacetone is added dropwise into flask for the rate of 1mL/min, white vapor occurs.Etc. white vapors sedimentation after be added
0.8g cobalt chloride.Cobalt chloride gradually dissolves, and solution is in peony, and 8h is stirred at room temperature.60 DEG C of rotary evaporation ethyl alcohol, will slightly produce
Object is re-dissolved in 20mL ethyl acetate, is washed for several times with the deionized water of 5mL equal portions, until AgNO is added containing water section3It does not produce
Raw precipitating.60 DEG C of rotary evaporation ethyl acetate, are dried in vacuo 10h at 60 DEG C, finally obtain red solid powder.
Second step, cationic preparation
It will be stirred to react overnight at 20ml N- methylimidazole and 100 DEG C of 20ml bromination of n-butane, obtain light oil yellow color clarification
Clear viscous liquids.20ml ethyl acetate is added, is vigorously stirred, ultrasound, stratification after concussion, upper layer ester layer in colourless, under
Layer is in light oil yellow color clear, removes ester layer, is repeated several times, and is up to reaching no precipitating in ester layer addition silver nitrate
Only.60 DEG C of rotary evaporation ethyl acetate, 60 DEG C of vacuum drying 10h.Obtain oil yellow color clear viscous liquid.
Third step, ion exchange
10mmol 1- butyl -3- methylimidazole bromide is closed cobalt acid ammonium with 10mmol tri- (hexafluoroacetylacetone) to be added to
In 30ml anhydrous methanol, 10h is stirred at room temperature.60 DEG C of rotary evaporation of solvent.20ml ethyl acetate is added in crude product, is used
AgNO is added for several times, up to containing water section in the deionized water washing of 5ml equal portions3Precipitating is not generated.Water layer is colourless, and ester layer is red.
60 DEG C of rotary evaporations fall ethyl acetate, and 20ml methylene chloride is added, and are washed with 5ml deionized water for several times to water layer without obvious sticky
And silver nitrate is added and is generated without precipitating, there are red crystals to be precipitated and remove.40 DEG C of rotary evaporation methylene chloride, 60 DEG C of vacuum drying
10h obtains Orange red solid, slightly sticky sense.
The application of 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) conjunction cobalt (II) magnetic ionic liquids: will be water-soluble
1ml methylene chloride is added in liquid dissolves magnetic ionic liquids.Magnetic stir bar is put into the aqueous solution containing sample, is added
A small amount of methylene chloride and obtained magnetic ionic liquids, through being vigorously stirred, the fine liquid containing magnetic ionic liquids is uniform
It is distributed in solution.After standing, all magnetic ionic liquids are all adsorbed on stirrer.It is sucked out and is directly injected into liquid phase
In chromatograph, mobile phase ratio is set as methanol than water 90:10, and 30 DEG C of column oven.
Embodiment described above only expresses embodiments of the present invention, and but it cannot be understood as to the invention patent
Range limitation, it is noted that for those skilled in the art, without departing from the inventive concept of the premise, also
Several modifications and improvements can be made, these are all belonged to the scope of protection of the present invention.
Claims (7)
1. a kind of 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) closes cobalt (II) magnetic ionic liquids, which is characterized in that with
It is monomer that 1- butyl -3- methylimidazole bromide and three (hexafluoroacetylacetones), which close cobalt acid ammonium, is prepared using ion exchange, is wrapped
It includes 1- butyl -3- methyl imidazolium cation and three (hexafluoroacetylacetones) and closes cobalt (II) acid radical anion two parts, under room temperature
In solid-state；1- butyl -3- the methyl imidazolium cation and three (hexafluoroacetylacetones) close the structure of cobalt (II) acid radical anion
It is as follows:
2. a kind of 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) according to claim 1 close cobalt (II) it is magnetic from
Sub- liquid, which is characterized in that the ionic liquid is dissolved in methanol, acetonitrile, ethyl acetate, methylene chloride, chloroform, insoluble
Yu Shui, propyl alcohol, butanol, hexamethylene, in hexane.
3. a kind of 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) of any of claims 1 or 2 closes cobalt (II) magnetic ion
The preparation method of liquid, it is characterised in that the following steps are included:
The first step, three (hexafluoroacetylacetones) of preparation close cobalt (II) acid radical anion
(1) ammonium hydroxide is added to absolute ethanol, then hexafluoroacetylacetone is added dropwise, white vapor occur；To white vapor sedimentation
Cobalt chloride is added；It is corresponding that 1.5ml ammonium hydroxide, 1.3ml hexafluoroacetylacetone, 0.8g chlorine is added in every 30mL dehydrated alcohol
Change cobalt；
(2) cobalt chloride gradually dissolves, and solution is in peony, is stirred at room temperature 5-8 hours；
(3) 40 DEG C of -60 DEG C of rotary evaporations remove ethyl alcohol, and crude product is dissolved in ethyl acetate, adopt and are washed with deionized to containing
AgNO is added in water section3Precipitating is not generated；
(4) 40 DEG C of -60 DEG C of rotary evaporation ethyl acetate, obtain red solid powder after vacuum drying, obtain 1- butyl -3- methyl
Imidazoles three (hexafluoroacetylacetone) closes cobalt (II)；
Second step, preparation 1- butyl -3- methyl imidazolium cation cation
(1) after mixing isometric N- methylimidazole with bromination of n-butane, it is stirred to react 8-12h at 50 DEG C -100 DEG C, is obtained
Light oil yellow color clear thick liquid；
(2) ethyl acetate is added, is vigorously stirred, ultrasound, stratification after concussion, for upper layer ester layer in colourless, lower layer is in light oil yellow
Color clear removes ester layer, is repeated several times, and reaches to silver nitrate is added in ester layer without until precipitating appearance；
(3) 40 DEG C of -60 DEG C of rotary evaporation ethyl acetate, vacuum drying obtain oil yellow color clear viscous liquid, obtain 1-
Butyl -3- methylimidazole bromide；
Third step, the product that the first step and second step are prepared carry out ion exchange, obtain magnetic ionic liquids
(1) 1- butyl -3- methylimidazole bromide and three (hexafluoroacetylacetones) are closed into the 1:1 addition in molar ratio of cobalt acid ammonium without water beetle
In alcohol, methanol is that solvent can make ion exchange, and 8-10h is stirred at room temperature, obtains red liquid；Every 30ml
Corresponding three (hexafluoroacetylacetones) that 1mmol is added close cobalt acid ammonium in anhydrous methanol；
(2) in 40 DEG C of -60 DEG C of rotary evaporation of solvent, the glutinous silk fabric liquid of blue is obtained；
(3) ethyl acetate is added in the crude product that step 2 obtains, is washed with equal portions deionized water and nitre is added to water layer for several times
Sour silver is generated without precipitating；
(4) 40 DEG C of -60 DEG C of rotary evaporations fall ethyl acetate；
(5) methylene chloride is added, then needs to continue after being filtered to remove red crystals if any red crystals precipitation, such as without red brilliant
Body precipitation then continues；It adopts to be washed with deionized to water layer and be generated without obvious sticky and addition silver nitrate without precipitating, take organic layer；
Step 6: by organic layer under the conditions of 30 DEG C -40 DEG C, rotary evaporation methylene chloride, vacuum drying obtains Orange red solid.
4. 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) according to claim 3 closes cobalt (II) magnetic ion liquid
The preparation method of body, which is characterized in that in the first step step (4) vacuum drying temperature be 40 DEG C -60 DEG C, time 8-
10h。
5. 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) according to claim 3 closes cobalt (II) magnetic ion liquid
The preparation method of body, which is characterized in that in the second step step (3) vacuum drying temperature be 40 DEG C -60 DEG C, time 8-
10h。
6. 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) according to claim 3 closes cobalt (II) magnetic ion liquid
The preparation method of body, which is characterized in that vacuum drying temperature is 40 DEG C -60 DEG C in the third step step (6).
7. a kind of 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) of any of claims 1 or 2 closes cobalt (II) magnetic ion
The application of liquid, which is characterized in that micro-extraction application is carried out using the magnetic ionic liquids, using magnetic ionic liquids as extraction
Liquid chromatogram is injected in agent, for analyzing test.
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| CN201910491914.5A CN110256355A (en) | 2019-06-06 | 2019-06-06 | 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) closes cobalt (II) magnetic ionic liquids, preparation method and application |
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| CN201910491914.5A Withdrawn CN110256355A (en) | 2019-06-06 | 2019-06-06 | 1- butyl -3- methylimidazole three (hexafluoroacetylacetone) closes cobalt (II) magnetic ionic liquids, preparation method and application |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111087346A (en) * | 2019-12-18 | 2020-05-01 | 西安工程大学 | Preparation method of 1-R-3-methylimidazolyl ionic liquids with different chain lengths |
| CN113292595A (en) * | 2021-04-30 | 2021-08-24 | 南京工业大学 | Hydrophobic vanadyl-organic molecular cage-based porous liquid for extracting L-tryptophan and preparation method and application thereof |
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| CN102074366A (en) * | 2010-12-30 | 2011-05-25 | 苏州方昇光电装备技术有限公司 | Mixed-type ionic liquid electrolyte as well as preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102074366A (en) * | 2010-12-30 | 2011-05-25 | 苏州方昇光电装备技术有限公司 | Mixed-type ionic liquid electrolyte as well as preparation method and application thereof |
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| HASAN MEHDI等: ""Hydrophobic ionic liquids with strongly coordinating anions"", 《CHEM. COMMUN.》 * |
| PENGFEI ZHANG等: ""Ionic liquids with metal chelate anions"", 《CHEM. COMMUN.》 * |
| STEPHEN A. PIERSON等: ""Synthesis and characterization of low viscosity hexafluoroacetylacetonate-based hydrophobic magnetic ionic liquids"", 《NEW J. CHEM.》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111087346A (en) * | 2019-12-18 | 2020-05-01 | 西安工程大学 | Preparation method of 1-R-3-methylimidazolyl ionic liquids with different chain lengths |
| CN113292595A (en) * | 2021-04-30 | 2021-08-24 | 南京工业大学 | Hydrophobic vanadyl-organic molecular cage-based porous liquid for extracting L-tryptophan and preparation method and application thereof |
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