CN110511744A - A kind of preparation method and applications of phosphorescence quantum dot imprinted material - Google Patents
A kind of preparation method and applications of phosphorescence quantum dot imprinted material Download PDFInfo
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Abstract
The present invention provides a kind of preparation method and applications of phosphorescence quantum dot imprinted material, include the following steps: L-cysteine, MnCl 1)2And ZnSO4Aqueous solution mixing, the pH value of solution is adjusted with lye, is stirred at room temperature, while being passed through inert gas, makes L-cysteine and Mn2+And Zn2+Sufficiently complexing;Na is added with syringe again2S aqueous solution, the reaction was continued, settles quantum dot with dehydrated alcohol after ageing, and centrifuge separation obtains water soluble room temperature phosphorescence Mn:ZnS quantum dot;2) L-cysteine is added in water soluble room temperature phosphorescence Mn:ZnS quantum dot, protects Mn:ZnS quantum dot, adds virtual template, obtain mixed solution;Mixed solution is stirred at room temperature, then esters of silicon acis is added dropwise, is vigorously stirred;PH is adjusted with lye again;The solution of this system is persistently stirred;Virtual template molecule is removed with ethyl alcohol and water washing, obtains the double virtual clip SiO of solid2@Mn:ZnS phosphorescence quantum dot imprinted material is the molecular engram material for having enrichment to algae toxin and removing function.
Description
Technical field
The invention belongs to the preparation method of technical field of material more particularly to a kind of phosphorescence quantum dot imprinted material and
It is applied.
Background technique
Fluorometric investigation method by background and scattering light interference than more serious, be unfavorable for measuring practical biological sample and ring
Border sample, and room temperature phosphorimetry sensing has many advantages relative to fluorescence sense, becomes a kind of important detection pattern.Due to passing
The phosphorescence quantum point sensor of system is unable to specific recognition object, and quantum dot is combined with molecular imprinting technology in very great Cheng
Selectivity is improved on degree.
Molecular engram can synthesize the material for having specific Selective recognition site, and material has good practical valence
Value.Molecular engram material preparation simply has many advantages, such as good selectivity, and chemical property is stable and inexpensive, has been widely used
In chemical sensitisation, light degradation, separation, Solid Phase Extraction.The conventional method of molecular engram is related to function monomer and molecular template
Complexing is followed by the crosslinking and template removal of monomer, to form complementary identification position similar with template size and shape
Point, for detecting the analysis of molecules object with similar structure.Although convenient, there are some disadvantages, including template for conventional method
Remove imperfect, the leakage of toxic template molecule, binding ability is small, and accessibility is poor.Therefore it in order to overcome these disadvantages, uses
Surface segment trace only uses a part of target detection thing molecule or the similar segment of structure as molecular template, in synthesis material
The surface of material forms recognition site, or is formed close to the position on surface, is easy to remove template in this way.
Molecular engram is studied fewer for Microcystin (MCs) at present, generally mostly uses MC-LR for template preparation greatly
Molecularly imprinted polymer.It is many kinds of since structure is complicated by MCs, toxicity and at high cost, but also there are template disclosure risk,
It is not easy the problem for how selecting alternate template cheap and easy to get to become this research directly as molecular template.
Summary of the invention
The purpose of the invention is to overcome defect of the existing technology, a kind of double virtual clip phosphorescence quantum dots are provided
The preparation method of imprinted material has been prepared to algae toxin and has had enrichment and remove the molecular engram material of function.
To achieve the goals above, in the embodiment on basis, the present invention provides a kind of phosphorescence quantum dot trace materials
The preparation method of material, includes the following steps:
1) by L-cysteine, MnCl2And ZnSO4Aqueous solution mixing, with the pH value of lye adjusting solution to 10-12, in room
The lower stirring of temperature, while it being passed through inert gas, make L-cysteine and Mn2+And Zn2+Sufficiently complexing;Na is added with syringe again2S water
Solution, the reaction was continued 15-30min;Afterwards at 30-80 DEG C, reaction solution is placed under air atmosphere, is aged 1-10h;After ageing
Quantum dot is settled with dehydrated alcohol, centrifuge separation obtains water soluble room temperature phosphorescence Mn:ZnS quantum dot;
2) L-cysteine is added in water soluble room temperature phosphorescence Mn:ZnS quantum dot, protects the Mn:ZnS quantum dot,
Virtual template is added, mixed solution is obtained;20-40min is stirred at room temperature in mixed solution, then esters of silicon acis is added dropwise,
It is vigorously stirred 8-15min;PH to 7-12 is adjusted with lye again;The solution of this system is persistently stirred into 20-30h;With second alcohol and water
Washing removes virtual template molecule, obtains the double virtual clip SiO of solid2@Mn:ZnS phosphorescence quantum dot imprinted material.
In a preferred embodiment, in step 1), the L-cysteine, MnCl2And ZnSO4Aqueous solution rubs
You are than being 40-120:1-10:10-100.
In a preferred embodiment, in step 1), the pH value with lye adjusting solution to 11.
In a preferred embodiment, described to be passed through inert gas 20-40min in step 1).
In a preferred embodiment, in step 2), the addition virtual template are as follows: the first virtual template is added
Aqueous solution, and the ethanol solution containing the second virtual template.
In a preferred embodiment, in step 2), first virtual template be selected from phenylalanine, tyrosine,
Lysine and arginine.
In a preferred embodiment, in step 2), second virtual template is normal propyl alcohol, normal butane, acetone
And amylbenzene.
In a preferred embodiment, in step (2), the alkali is NaOH, ammonium hydroxide, Na2CO3And NaHCO3。
In a preferred embodiment, in step (2), the esters of silicon acis is tetraethoxysilane, tetrapropoxy-silicane
Alkane, dimethyldichlorosilane and three fourth aminomethylsilanes.
One of another object of the present invention is to provide the application of the phosphorescence quantum dot imprinted material of above method preparation, institute
It states phosphorescence quantum dot imprinted material to be applied in Microcystin solution, enrichment and detection Microcystin.
In a preferred embodiment, it is 1-10mg/mL trace material that the application method, which includes: compound concentration first,
Expect solution;A series of Microcystin standard solution is prepared with PBS buffer solution (pH=7.4,0.01M);Take the trace of 2mL
Material solution is added prepared 10 μ L Microcystin standard solution, shakes up and stand 5-60min again in cuvette, carries out
Room temperature phosphorimetry test.
Through the above technical solutions, the method for the present invention is using virtual clip as molecular template, reduction synthesis process poisoning
Property and cost, there is specificity, high sensitivity, and can identify a series of potential of similar substances, this method is for detection
MCs provides new thinking.
Detailed description of the invention
Fig. 1 is the XRD spectrum of imprinted material prepared by the embodiment of the present invention 1.
Fig. 2 a-2b is the XPS map of imprinted material prepared by the embodiment of the present invention 1.
Fig. 3 a-3b is the TEM map of imprinted material prepared by the embodiment of the present invention 3.
Fig. 4 is that the imprinted material prepared using the embodiment of the present invention 1 detects the effect picture of Microcystin.
Fig. 5 is that the imprinted material prepared using the embodiment of the present invention 2 detects the effect picture of Microcystin.
Specific embodiment
In order to better understand the above technical scheme, being done below by specific embodiment to technical scheme detailed
Explanation, it should be understood that the specific features in the embodiment of the present application and embodiment be to technical scheme specifically
It is bright, rather than the restriction to technical scheme, in the absence of conflict, the skill in the embodiment of the present application and embodiment
Art feature can be combined with each other.It should be understood that term "and/or" used herein above includes listed by one of them or more
Any and all combinations of associated item out.
The endpoint of disclosed range and any value are not limited to the accurate range or value herein, these ranges or
Value should be understood as comprising the value close to these ranges or value.For numberical range, between the endpoint value of each range, respectively
It can be combined with each other between the endpoint value of a range and individual point value, and individually between point value and obtain one or more
New numberical range, these numberical ranges should be considered as specific open herein.
The embodiment of the present invention is prepared by providing a kind of preparation method of double virtual clip phosphorescence quantum dot imprinted materials
To having enrichment to algae toxin and removing the molecular engram of function, synthesis process Poisoning and cost are reduced, there is specificity,
The advantage of high sensitivity.
The main thought of the embodiment of the present invention is: a kind of preparation method of phosphorescence quantum dot imprinted material, including walks as follows
It is rapid:
1) by L-cysteine, MnCl2And ZnSO4Aqueous solution mixing, with the pH value of lye adjusting solution to 10-12, in room
The lower stirring of temperature, while it being passed through inert gas, make L-cysteine and Mn2+And Zn2+Sufficiently complexing;Na is added with syringe again2S water
Solution, the reaction was continued 15-30min;Afterwards at 30-80 DEG C, reaction solution is placed under air atmosphere, is aged 1-10h;After ageing
Quantum dot is settled with dehydrated alcohol, centrifuge separation obtains water soluble room temperature phosphorescence Mn:ZnS quantum dot;
2) L-cysteine is added in water soluble room temperature phosphorescence Mn:ZnS quantum dot, protects the Mn:ZnS quantum dot,
Virtual template is added, mixed solution is obtained;20-40min is stirred at room temperature in mixed solution, then esters of silicon acis is added dropwise,
It is vigorously stirred 8-15min;PH to 7-12 is adjusted with lye again;The solution of this system is persistently stirred into 20-30h;With second alcohol and water
Washing removes virtual template molecule, obtains the double virtual clip SiO of solid2@Mn:ZnS phosphorescence quantum dot imprinted material.
Unless otherwise specified, various raw material, reagent, the instrument and equipment etc. used in the embodiment of the present invention
It is commercially available or can be prepared by existing method by market.
Embodiment 1
The preparation method of 1 phosphorescence quantum dot imprinted material of the embodiment of the present invention, comprising:
In the three-neck flask of 100mL, the L-cysteine of the 0.02mol/L of 25mL is added, the 0.01mol/L's of 3mL
MnCl2With the ZnSO of 5mL 0.1mol/L4Aqueous solution adjusts the pH value of solution to 11 with the NaOH of 1mol/L, at room temperature magnetic force
Stirring, while it being passed through nitrogen 30min, make L-cysteine and Mn2+And Zn2+Sufficiently complexing.It is added 5mL's with syringe again
The Na of 0.1mol/L2S aqueous solution, the reaction was continued 20min.Afterwards at 50 DEG C, solution is placed under air atmosphere, is aged 5h.So
Quantum dot is settled with isometric dehydrated alcohol afterwards, centrifuge separation collects solid, is dried in vacuo for 24 hours, obtains water-soluble at room temperature
Property room temperature phosphorimetry quantum dot.
Mn:ZnS quantum dot is protected in the L-cysteine that the 3mg/mL of 32mL is added in round-bottomed flask, 5mL tyrosine is added
Aqueous solution, 5mL contains the ethanol solution of normal butane.30min is stirred at room temperature in mixed solution, is respectively added dropwise again
0.5mL tetraethoxysilane is vigorously stirred 10min, then adjusting pH with NaOH is 8.The solution of this system is persistently stirred for 24 hours.
Last imprinted material and Molecularly Imprinted Polymer ethyl alcohol and water washing remove virtual template molecule.Vacuum drying obtains solid at room temperature
Double virtual clip SiO2@Mn:ZnS phosphorescence quantum dot imprinted material.
Molecular engram material described in the embodiment of the present invention is applied in Microcystin solution, enrichment and detection Microcystis aeruginosa
Toxin.
Detection method includes: that compound concentration first is 5mg/mL imprinted material solution.With PBS buffer solution (pH=7.4
0.01M) prepare a series of Microcystin standard solution.Take the imprinted material solution of 2mL in cuvette, addition prepares
10 μ L Microcystin of standard liquid, shake up and stand 30min again, carry out room temperature phosphorimetry test.
Under phosphorescence mode, excitation wavelength is to record phosphorescence spectrum under 305nm, monitors algae by the variation of phosphorescence intensity
The variation of toxin concentration, launch wavelength 591nm are arranged voltage 900V, the slit width of excitation and transmitting is respectively 15,
20nm。
As shown in figure 4,1 phosphorescence quantum dot imprinted material of embodiment is in algae toxin concentration range in 0.125-0.225nM
Meet linear equation, detects the effect of available satisfaction.
Embodiment 2
The preparation method of 2 phosphorescence quantum dot imprinted material of the embodiment of the present invention, which comprises
In the three-neck flask of 100mL, the L-cysteine of the 0.02mol/L of 40mL is added, the 0.01mol/L's of 2mL
MnCl2With the ZnSO of 8mL 0.1mol/L4Aqueous solution adjusts the pH value of solution to 11 with the NaOH of 1mol/L, at room temperature magnetic force
Stirring, while it being passed through nitrogen 30min, make L-cysteine and Mn2+And Zn2+Sufficiently complexing.It is added 8mL's with syringe again
The Na of 0.1mol/L2S aqueous solution, the reaction was continued 20min.Afterwards at 80 DEG C, solution is placed under air atmosphere, is aged 7h.So
Quantum dot is settled with isometric dehydrated alcohol afterwards, centrifuge separation collects solid, is dried in vacuo for 24 hours, obtains water-soluble at room temperature
Property room temperature phosphorimetry quantum dot.
Mn:ZnS quantum dot is protected in the L-cysteine that the 3mg/mL of 45mL is added in round-bottomed flask, 5mL phenylpropyl alcohol ammonia is added
The aqueous solution of acid, 5mL contain the ethanol solution of normal propyl alcohol.30min is stirred at room temperature in mixed solution, is respectively added dropwise again
0.5mL tetrapropoxysilane is vigorously stirred 10min, then adjusting pH with ammonium hydroxide is 8.The solution of this system is persistently stirred for 24 hours.
Last imprinted material and Molecularly Imprinted Polymer ethyl alcohol and water washing remove virtual template molecule.Vacuum drying obtains solid at room temperature
Double virtual clip SiO2@Mn:ZnS phosphorescence quantum dot imprinted material.
Molecular engram material of the embodiment of the present invention is applied in Microcystin solution, enrichment and detection microcystin
Element.Method includes:
Compound concentration is 5mg/mL imprinted material solution first.A system is prepared with PBS buffer solution (pH=7.4 0.01M)
The Microcystin standard solution of column.It takes the imprinted material solution of 2mL in cuvette, prepared 10 μ L micro-capsule of standard liquid is added
Algae toxin shakes up and stands 30min again, carries out room temperature phosphorimetry test.
Under phosphorescence mode, excitation wavelength is to record phosphorescence spectrum under 305nm, monitors algae by the variation of phosphorescence intensity
The variation of toxin concentration, launch wavelength 591nm are arranged voltage 900V, the slit width of excitation and transmitting is respectively 15,
20nm。
As shown in figure 5,2 phosphorescence quantum dot imprinted material of embodiment accords in 0.05-0.175nM in algae toxin concentration range
Linear equation is closed, the effect of available satisfaction is detected.
Embodiment 3
The preparation method of 3 phosphorescence quantum dot imprinted material of the embodiment of the present invention, comprising:
In the three-neck flask of 100mL, the L-cysteine of the 0.02mol/L of 60mL is added, the 0.01mol/L's of 10mL
MnCl2With the ZnSO of 10mL 0.1mol/L4Aqueous solution, with the NaHCO of 1mol/L3Adjust the pH value of solution to 12, at room temperature
Magnetic agitation, while it being passed through nitrogen 40min, make L-cysteine and Mn2+And Zn2+Sufficiently complexing.5mL is added with syringe again
0.1mol/L Na2S aqueous solution, the reaction was continued 30min.Afterwards at 30 DEG C, solution is placed under air atmosphere, is aged 10h.
Then quantum dot is settled with isometric dehydrated alcohol, centrifuge separation collects solid, is dried in vacuo for 24 hours at room temperature, obtains water
Dissolubility room temperature phosphorimetry quantum dot.
Mn:ZnS quantum dot is protected in the L-cysteine that the 3mg/mL of 50mL is added in round-bottomed flask, 5mL lysine is added
Aqueous solution, 5mL contains the ethanol solution of amylbenzene.40min is stirred at room temperature in mixed solution, is respectively added dropwise again
0.5mL dimethyldichlorosilane is vigorously stirred 15min, then uses NaHCO3Adjusting pH is 12.The solution of this system is persistently stirred
30h.Last imprinted material and Molecularly Imprinted Polymer ethyl alcohol and water washing remove virtual template molecule.Vacuum drying obtains at room temperature
The double virtual clip SiO of solid2@Mn:ZnS phosphorescence quantum dot imprinted material.
Embodiment 4
The preparation method of 4 phosphorescence quantum dot imprinted material of the embodiment of the present invention, which comprises
In the three-neck flask of 100mL, the L-cysteine of the 0.02mol/L of 20mL is added, the 0.01mol/L's of 1mL
MnCl2With the ZnSO of 1mL 0.1mol/L4Aqueous solution adjusts the pH value of solution to 10 with the ammonium hydroxide of 1mol/L, at room temperature magnetic force
Stirring, while it being passed through nitrogen 20min, make L-cysteine and Mn2+And Zn2+Sufficiently complexing.It is added 8mL's with syringe again
The Na of 0.1mol/L2S aqueous solution, the reaction was continued 15min.Afterwards at 80 DEG C, solution is placed under air atmosphere, is aged 1h.So
Quantum dot is settled with isometric dehydrated alcohol afterwards, centrifuge separation collects solid, is dried in vacuo 20h at room temperature, obtains water-soluble
Property room temperature phosphorimetry quantum dot.
Mn:ZnS quantum dot is protected in the L-cysteine that the 3mg/mL of 45mL is added in round-bottomed flask, 5mL arginine is added
Aqueous solution, 5mL contains the ethanol solution of normal propyl alcohol.20min is stirred at room temperature in mixed solution, is respectively added dropwise again
0.5mL tetrapropoxysilane is vigorously stirred 8min, then adjusting pH with ammonium hydroxide is 7.The solution of this system is persistently stirred into 20h.Most
Imprinted material and Molecularly Imprinted Polymer ethyl alcohol and water washing remove virtual template molecule afterwards.It is double to obtain solid for vacuum drying at room temperature
Virtual clip SiO2@Mn:ZnS phosphorescence quantum dot imprinted material.
The preferred embodiment of the present invention has been described above in detail, and still, the present invention is not limited thereto.In skill of the invention
In art conception range, can with various simple variants of the technical solution of the present invention are made, including each technical characteristic with it is any its
Its suitable method is combined, and it should also be regarded as the disclosure of the present invention for these simple variants and combination, is belonged to
Protection scope of the present invention.
Claims (10)
1. a kind of preparation method of phosphorescence quantum dot imprinted material, characterized by the following steps:
1) by L-cysteine, MnCl2And ZnSO4Aqueous solution mixing adjusts the pH value of solution to 10-12, at room temperature with lye
Stirring, while it being passed through inert gas, make L-cysteine and Mn2+And Zn2+Sufficiently complexing;Na is added with syringe again2S is water-soluble
Liquid, the reaction was continued 15-30min;Afterwards at 30-80 DEG C, reaction solution is placed under air atmosphere, is aged 1-10h;It is used after ageing
Dehydrated alcohol settles quantum dot, and centrifuge separation obtains water soluble room temperature phosphorescence Mn:ZnS quantum dot;
2) L-cysteine is added in water soluble room temperature phosphorescence Mn:ZnS quantum dot, protects the Mn:ZnS quantum dot, then plus
Enter virtual template, obtains mixed solution;20-40min is stirred at room temperature in mixed solution, then esters of silicon acis is added dropwise, acutely
Stir 8-15min;PH to 7-12 is adjusted with lye again;The solution of this system is persistently stirred into 20-30h;With ethyl alcohol and water washing
Virtual template molecule is removed, the double virtual clip SiO of solid are obtained2@Mn:ZnS phosphorescence quantum dot imprinted material.
2. the preparation method of phosphorescence quantum dot imprinted material according to claim 1, it is characterised in that: described in step 1)
L-cysteine, MnCl2And ZnSO4The molar ratio of aqueous solution is 40-120:1-10:10-100.
3. the preparation method of phosphorescence quantum dot imprinted material according to claim 1, it is characterised in that: described in step 1)
The pH value of solution is adjusted to 11 with lye.
4. the preparation method of phosphorescence quantum dot imprinted material according to claim 1, it is characterised in that: described in step 1)
It is passed through inert gas 20-40min.
5. the preparation method of phosphorescence quantum dot imprinted material according to claim 1, it is characterised in that: described in step 2)
Virtual template is added are as follows: the aqueous solution of the first virtual template, and the ethanol solution containing the second virtual template is added.
6. the preparation method of phosphorescence quantum dot imprinted material according to claim 1, it is characterised in that: described in step 2)
First virtual template is selected from phenylalanine, tyrosine, lysine and arginine.
7. the preparation method of phosphorescence quantum dot imprinted material according to claim 1, it is characterised in that: described in step 2)
Second virtual template is selected from normal propyl alcohol, normal butane, acetone and amylbenzene.
8. the preparation method of phosphorescence quantum dot imprinted material according to claim 1, it is characterised in that: described in step (2)
Alkali is selected from NaOH, ammonium hydroxide, Na2CO3And NaHCO3。
9. the preparation method of phosphorescence quantum dot imprinted material according to claim 1, it is characterised in that: described in step (2)
Esters of silicon acis is selected from tetraethoxysilane, tetrapropoxysilane, dimethyldichlorosilane and three fourth aminomethylsilanes.
10. the application of the phosphorescence quantum dot imprinted material such as any one of claim 1-9 the method preparation, it is characterised in that:
The phosphorescence quantum dot imprinted material is applied in Microcystin solution, enrichment and detection Microcystin.
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