CN100357389C - Fluorescent, magnetic, multi-functional nanometer material and its prepn. method - Google Patents

Fluorescent, magnetic, multi-functional nanometer material and its prepn. method Download PDF

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CN100357389C
CN100357389C CNB2006100258714A CN200610025871A CN100357389C CN 100357389 C CN100357389 C CN 100357389C CN B2006100258714 A CNB2006100258714 A CN B2006100258714A CN 200610025871 A CN200610025871 A CN 200610025871A CN 100357389 C CN100357389 C CN 100357389C
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magnetic
preparation
carboxyl
amino
aqueous solution
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CN1831079A (en
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贺蓉
高峰
尤小刚
潘碧峰
崔大祥
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Shanghai Jiaotong University
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Shanghai Jiaotong University
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Abstract

The present invention relates to a method for preparing fluorescent, magnetic and multifunctional nanometer material, which belongs to the field of nanometer material preparation. Superparamagnetism nanometer particles of which the surface is provided with carboxyl groups or amino groups are firstly prepared; then, semiconductor quantum dots of which the surface is provided with carboxyl groups or amino groups are prepared; the magnetic nanometer particles and the semiconductor quantum dots are directly combined by electrostatic interaction, the combination of the magnetic nanometer particles and the semiconductor quantum dots is promoted by regulating the pH value of reaction liquid, and the fluorescent, magnetic and multifunctional nanometer material is obtained. The material produced by the method of the present invention has the advantages of high fluorescence intensity, long fluorescence life and no photobleaching phenomenon, and can realize magnetic control and magnetic separation by a simple external magnetic field. The preparation method has the advantages of simplicity and low cost, and can be used for multicolor fluorescence detection, biological marking, cell imaging and developing, and the separation research of cells or other biomolecules; the preparation method is suitable for the fields of biochemistry, molecular biology, clinical medicine, etc.

Description

The preparation method of fluorescent, magnetic, multi-functional nanometer material
Technical field
The present invention relates to the preparation method of a kind of method of nano material preparation technical field, particularly a kind of fluorescent, magnetic, multi-functional nanometer material.
Background technology
Quantum dot (QDs) refer in particular to radius less than or near the semiconductor nanoparticle of exciton Bohr radius, quantum size effect that it is unique and surface effects make it to become the desirable fluorescence color group of wavelength-brightness multichannel transmission system.With respect to traditional organic fluorescent dye, semiconductor-quantum-point emmission spectrum of uniform size is narrow and have size " tuning " characteristic, can excite different quantum dots with single wavelength, the fluorescence quantum yield height, good stability has advantages such as good biocompatibility.And the abundant optical characteristics of quantum dot and progressively be expected in recent years in research huge aspect the biology sign and using value.By strict control growing condition, or by certain physical or chemical means screening, just can obtain narrow size distribution is the quantum dot that emission wavelength is determined.Utilize the different of the color of quantum dot and light intensity, after combination, can " identify " several ten thousand and even biomolecule up to a million, this is to the improvement and bring new ideas of the data sampling and processing method of the aspect researchs such as genomics and proteomics, and study biological macromolecular celluar localization, interaction and dynamic change, realize that " coding " to large biological molecule reaches " inquiry " etc. and have meaning.So quantum dot has great application prospect in researchs such as biological chemistry, molecular biology, cytobiology, genomics, proteomics, drug screening, interaction of biomacromolecules.
Magnetic nano-particle has special magnetic property, has been widely used in many advanced persons' technical field, comprising biological medicine and diagnosis etc.The biomolecules of magnetic nano-particle mark, can be under externally-applied magnetic field fast and convenient with separate effectively, so magnetic nano-particle can be applicable to cell sorting and discrete testing.Therefore,, will obtain a special multi-functional magnetic fluorescent nanometer particle, can possess the advantage of magnetic nano-particle and quantum dot simultaneously, very big application potential is arranged if magnetic nano-particle is combined with quantum dot.
Find that through the literature search to prior art China Patent Publication No. is 1539913 and 1523076 patents, these two patents are with quantum dot and magnetic particle is common coats in the polymer microsphere, has obtained possessing the nano material that fluorescent, magnetic, multi-functional is arranged.The shortcoming of this technology is because high molecular coating, and obtaining the fluorescence intensity of nano material and magnetic property relative quantum point and magnetic particle has obvious reduction, thereby has limited its application.
Summary of the invention
The objective of the invention is at the deficiencies in the prior art, a kind of preparation method of fluorescent, magnetic, multi-functional nanometer material is provided, the material that obtains had both had high fluorescence quantum yield and good fluorescent stability, had magnetic property again.The method for preparing this fluorescence magnetic nano material is easy to operate, and preparation facilities is simple, and cost is low, the stability of material that obtains is good, both can be used for multicolor fluorescence and detected, can realize product separation, orientation and enrichment again, be applicable to fields such as biological chemistry, molecular biology, clinical medicine.
The present invention is achieved by the following technical solutions, the present invention at first prepares the surface with carboxyl or amino superparamagnetic nanoparticle, the preparation surface is with carboxyl or amino semiconductor-quantum-point again, pH value by conditioned reaction liquid, directly magnetic nano-particle is combined by electrostatic interaction with semiconductor-quantum-point, obtain fluorescent, magnetic, multi-functional nanometer material.
Among the present invention, pH value by conditioned reaction liquid, directly magnetic nano-particle is combined by electrostatic interaction with semiconductor-quantum-point, specific as follows: the semiconductor-quantum-point that obtains with the methyl alcohol precipitating, and be dispersed in the aqueous solution, obtaining concentration is the quantum dot aqueous solution of 30mM, for the quantum dot of surface with amino, regulate the pH value 8～12 with the NaOH aqueous solution, for the quantum dot of surface with carboxyl, regulate the pH value in 2～6 scopes with the HCl aqueous solution, add respectively the above-mentioned Fe with carboxyl or amino for preparing 3O 4Solution, stirring at room was also reacted 24 hours, separated with magnetic field, washed three times, obtained fluorescent, magnetic, multi-functional nanometer material.
The present invention is by simple kind and the particle size that changes quantum dot, regulate the proportioning of magnetic particle and quantum dot, can obtain launching different wave length, the different fluorescence magnetic nano material of magnetic content, for production and the practical application of fluorescence magnetic nano material provides preparation method feasible and environmental protection.
The inventive method is easy, can realize that magnetic property, photoluminescent property, size and the surface properties height of fluorescence magnetic nanometer compound is controlled.Both can be used for multicolor fluorescence and detected, can realize product separation, orientation and enrichment again, be applicable to fields such as biological chemistry, molecular biology, clinical medicine.
Embodiment
Below the present invention is further illustrated, method may further comprise the steps:
(1) the preparation surface is with carboxyl or amino superparamagnetism Fe 3O 4Particle
Adopt coprecipitation method to prepare super-paramagnetism nano Fe 3O 4, under 80 ℃ to containing Fe 2+And Fe 3+After adding alkali lye in the aqueous solution of salt, sustained reaction 60 minutes under externally-applied magnetic field, to neutral, obtains naked magnetic Nano Fe with deionized water wash 3O 4Particle.
With naked magnetic Nano Fe 3O 4Particles dispersed therein drips oleic acid and stirring at once in water, after externally-applied magnetic field separates and washes three times, can obtain the magnetic Fe of Coated with Oleic Acid 3O 4Particle is dispersed in it in water, obtains the surface with the magnetic Fe of carboxyl 3O 4The aqueous solution.
With naked magnetic Nano Fe 3O 4Particles dispersed therein adds silylating reagent gamma-aminopropyl-triethoxy-silane (Si (OC in ethanolic solution 2H 5) 3C 3H 7NH 2), reaction is 4 hours in 70 ℃ of water-baths, and cooling is dispersed in it in water with the deionized water washing, obtains the surface with the Fe of amino 3O 4The aqueous solution.
(2) preparation semiconductor-quantum-point
Containing Cd 2+The aqueous solution in add modifier Thiovanic acid (or mercaptoethylamine), regulate pH with the NaOH aqueous solution of 1M and be 10 (or be 4 with the hydrochloric acid soln adjusting pH of 1M).Add then freshly prepd NaHTe or the NaHSe aqueous solution under magnetic agitation, reactant liquor is heated to boiling, refluxes 1～24 hour, obtains particle size difference, surface with carboxyl or amino CdTe or CdSe quanta point material.
(3) preparation fluorescence magnetic nano material
With the semiconductor-quantum-point that the methyl alcohol precipitating obtains, be dispersed in and obtain the quantum dot aqueous solution that concentration is 30mM in the aqueous solution.For the quantum dot of surface with carboxyl, regulate the pH value 8～12 with the NaOH aqueous solution; For the quantum dot of surface with amino, regulate the pH value in 2～6 scopes with the HCl aqueous solution, add respectively the above-mentioned Fe with amino or carboxyl for preparing 3O 4Solution, stirring at room was also reacted 24 hours, separated with magnetic field, washed three times, obtained the fluorescence magnetic nano material.
Kind and the radius of the control quantum dot fluorescence magnetic nano material that obtain emmission spectrum multiple color 488nm～605nm between of the present invention by changing quantum dot.
Provide embodiment below in conjunction with technical scheme of the present invention.
Embodiment 1
(1) surface has the preparation of amino magnetic Fe 3O4 particle
Take by weighing FeSO 47H 2O 4.12g, FeCl 36H 2O 8.03g adds distilled water 150mL, is heated to 80 ℃, and adds 30ml 5M NaOH solution, and vigorous stirring was reacted 60 minutes, under externally-applied magnetic field, to neutral, had obtained naked magnetic Nano Fe with deionized water wash 3O 4Particle.With naked magnetic Nano Fe 3O 4Be dispersed in the ethanolic solution, add 3.5g silylating reagent gamma-aminopropyl-triethoxy-silane (Si (OC 2H 5) 3C 3H 7NH 2), water-bath back flow reaction 4 hours, cooling is washed and it is dispersed in the water, obtains the surface with the magnetic Fe of amino 3O 4The aqueous solution.
(2) surface has the preparation of the CdTe semiconductor-quantum-point of carboxyl
With 0.5709g CdCl 22.5H 2O is dissolved in the 100ml water, adds the Thiovanic acid of 0.38ml, and regulating pH with the NaOH aqueous solution of 1M again is 10.Under agitation add the freshly prepd NaHTe aqueous solution of 8ml, this reaction solution is heated to boiling, backflow 1h obtains particle diameter 1.5nm, and the surface of fluorescence emission peak 488nm has the CdTe semiconductor-quantum-point of carboxyl.
(3) preparation of fluorescence magnetic nano material
Get above-mentioned surface with carboxyl CdTe semiconductor-quantum-point solution, regulating the pH value with the HCl aqueous solution is 2, adds above-mentioned surface with the magnetic Fe of amino 3O 4The aqueous solution, at room temperature stirring reaction is 24 hours, and externally-applied magnetic field separates, and washes three times, is dispersed in the 3ml aqueous solution, and obtaining emission wavelength is the fluorescence magnetic nano material of 488nm.
Embodiment 2
(1) surface is with the magnetic Fe of carboxyl 3O 4The preparation of particle
Take by weighing 24.3g FeCl 36H 2O and 16.7g FeSO 47H 2O is dissolved in the water of 150ml, is warming up to 80 ℃, adds the ammoniacal liquor of 45ml 25%, and co-precipitation generates Fe 3O 4Behind the particle, slowly drip immediately 1g oleic acid, 80 ℃ of lower continuous heatings reacted 60 minutes, and cooling under externally-applied magnetic field, with the deionized water washing, obtains the surface with the Fe of carboxyl 3O 4The aqueous solution.
(2) surface has the preparation of amino CdTe semiconductor-quantum-point
With 1.1418g CdCl 22.5H 2O is dissolved in the 100ml water, adds the 0.9316g mercaptoethylamine, and regulating pH with the hydrochloric acid soln of 1M again is 4.Under agitation add the freshly prepd NaHTe aqueous solution of 8ml, this reaction solution is heated to boiling, backflow 24h obtains particle diameter 3.2nm, and the surface of fluorescence emission peak 605nm has amino CdTe semiconductor-quantum-point.
(3) preparation of fluorescence magnetic nano material
Get above-mentioned surface with the CdTe semiconductor-quantum-point solution of amino, regulating the pH value with the NaOH aqueous solution is 8, adds above-mentioned surface with the magnetic Fe of carboxyl 3O 4The aqueous solution, at room temperature stirring reaction is 24 hours, externally-applied magnetic field separates, wash three times after, be dispersed in the water, obtaining emission wavelength is the fluorescence magnetic nano material of 605nm.
Embodiment 3
(1) surface is with the magnetic Fe of amino 3O 4The preparation of particle
Take by weighing FeSO 47H 2O 8.24g, FeCl 36H 2O 16.1g adds distilled water 200ml, is heated to 80 ℃, and adds the ammoniacal liquor of 45ml 25%, and vigorous stirring was reacted 80 minutes, under externally-applied magnetic field, to neutral, has obtained naked magnetic Nano Fe with deionized water wash 3O 4Particle.With naked magnetic Nano Fe 3O 4Be dispersed in the ethanolic solution, add 5g silylating reagent gamma-aminopropyl-triethoxy-silane (Si (OC 2H 5) 3C 3H 7NH 2), water-bath back flow reaction 4 hours, cooling is washed and it is dispersed in the water, obtains the surface with the magnetic Fe of amino 3O 4The aqueous solution.
(2) surface has the preparation of the CdSe semiconductor-quantum-point of carboxyl
With 0.5709g CdCl 22.5H 2O is dissolved in the 100ml water, adds the Thiovanic acid of 0.38ml, and regulating pH with the NaOH aqueous solution of 1M again is 10.Under agitation add the freshly prepd NaHSe aqueous solution of 8ml, this reaction solution is heated to boiling, backflow 3h obtains particle diameter 1.8nm, and the surface of fluorescence emission peak 510nm has the CdSe semiconductor-quantum-point of carboxyl.
(3) preparation of fluorescence magnetic nano material
Get above-mentioned surface with carboxyl CdSe semiconductor-quantum-point solution, regulating the pH value with the HCl aqueous solution is 6, adds above-mentioned surface with the magnetic Fe of amino 3O 4The aqueous solution, at room temperature stirring reaction is 24 hours, and externally-applied magnetic field separates, and washes three times, is dispersed in the 3ml aqueous solution, and obtaining emission wavelength is the fluorescence magnetic nano material of 510nm.
Embodiment 4
(1) surface is with the magnetic Fe of carboxyl 3O 4The preparation of particle
Take by weighing 10.3g FeCl 36H 2O and 6.7g FeSO 47H 2O is dissolved in the water of 75ml, is warming up to 80 ℃, adds 20ml 5M NaOH solution, and co-precipitation generates Fe 3O 4Behind the particle, slowly drip immediately 0.5g oleic acid, 80 ℃ of lower continuous heatings reacted 50 minutes, and cooling under externally-applied magnetic field, with the deionized water washing, obtains the surface with the Fe of carboxyl 3O 4The aqueous solution.
(2) surface has the preparation of amino CdSe semiconductor-quantum-point
With 1.1418g CdCl 22.5H 2O is dissolved in the 100ml water, adds the 0.9316g mercaptoethylamine, and regulating pH with the hydrochloric acid soln of 1M again is 4.Under agitation add the freshly prepd NaHSe aqueous solution of 8ml, this reaction solution is heated to boiling, backflow 8h obtains particle diameter 2.1nm, and the surface of fluorescence emission peak 540nm has amino CdSe semiconductor-quantum-point.
(3) preparation of fluorescence magnetic nano material
Get above-mentioned surface with the CdSe semiconductor-quantum-point solution of amino, regulating the pH value with the NaOH aqueous solution is 10, adds above-mentioned surface with the magnetic Fe of carboxyl 3O 4The aqueous solution, at room temperature stirring reaction is 18 hours, externally-applied magnetic field separates, wash three times after, be dispersed in the water, obtaining emission wavelength is the fluorescence magnetic nano material of 540nm.
Embodiment 5
(1) surface is with the magnetic Fe of amino 3O 4The preparation of particle
Take by weighing FeSO 47H 2O 6.35g, FeCl 36H 2O 12.24g adds distilled water 180ml, is heated to 80 ℃, and adds 40ml 5M NaOH solution, and vigorous stirring was reacted 60 minutes, under externally-applied magnetic field, to neutral, had obtained naked magnetic Nano Fe with deionized water wash 3O 4Particle.With naked magnetic Nano Fe 3O 4Be dispersed in the ethanolic solution, add 4g silylating reagent gamma-aminopropyl-triethoxy-silane (Si (OC 2H 5) 3C 3H 7NH 2), water-bath back flow reaction 4 hours, cooling is washed and it is dispersed in the water, obtains the surface with the magnetic Fe of amino 3O 4The aqueous solution.
(2) surface has the preparation of the CdTe semiconductor-quantum-point of carboxyl
With 0.5709g CdCl 22.5H 2O is dissolved in the 100ml water, adds the Thiovanic acid of 0.38ml, and regulating pH with the NaOH aqueous solution of 1M again is 10.Under agitation add the freshly prepd NaHTe aqueous solution of 8ml, this reaction solution is heated to boiling, backflow 8h obtains particle diameter 2.6nm, and the surface of fluorescence emission peak 560nm has the CdTe semiconductor-quantum-point of carboxyl.
(3) preparation of fluorescence magnetic nano material
Get above-mentioned surface with carboxyl CdTe semiconductor-quantum-point solution, regulating the pH value with the HCl aqueous solution is 2, adds above-mentioned surface with the magnetic Fe of amino 3O 4The aqueous solution, at room temperature stirring reaction is 24 hours, and externally-applied magnetic field separates, and washes three times, is dispersed in the 3ml aqueous solution, and obtaining emission wavelength is the fluorescence magnetic nano material of 560nm.
Embodiment 6
(1) surface is with the magnetic Fe of carboxyl 3O 4The preparation of particle
Take by weighing 15.6g FeCl 36H 2O and 24.8g FeSO 47H 2O is dissolved in the water of 100ml, is warming up to 80 ℃, adds the ammoniacal liquor of 40ml 25%, after co-precipitation generates the Fe3O4 particle, slowly drip 0.8g oleic acid immediately, 80 ℃ were descended lasting reacting by heating 60 minutes, cooling, under externally-applied magnetic field, use deionized water wash, obtain the Fe that the surface has carboxyl 3O 4The aqueous solution.
(2) surface has the preparation of amino CdTe semiconductor-quantum-point
With 0.7903g CdCl 22.5H 2O is dissolved in the 100ml water, adds the 0.4751g mercaptoethylamine, and regulating pH with the hydrochloric acid soln of 1M again is 4.Under agitation add the freshly prepd NaHTe aqueous solution of 8ml, this reaction solution is heated to boiling, backflow 20h obtains particle diameter 2.8nm, and the surface of fluorescence emission peak 586nm has amino CdTe semiconductor-quantum-point.
(3) preparation of fluorescence magnetic nano material
Get above-mentioned surface and have amino CdTe semiconductor-quantum-point solution, regulating the pH value with the NaOH aqueous solution is 12, add above-mentioned surface and have the magnetic Fe 3O4 aqueous solution of carboxyl, at room temperature stirring reaction is 24 hours, externally-applied magnetic field separates, after washing three times, be dispersed in the water, obtaining emission wavelength is the fluorescence magnetic nano material of 586nm.

Claims (6)

1, a kind of preparation method of fluorescent, magnetic, multi-functional nanometer material, it is characterized in that, at first the preparation surface has carboxyl or amino superparamagnetic nanoparticle, the refabrication surface has carboxyl or amino semiconductor-quantum-point, pH value by conditioned reaction liquid, directly magnetic nano-particle is combined by electrostatic interaction with semiconductor-quantum-point, obtain fluorescent, magnetic, multi-functional nanometer material.
2, the preparation method of fluorescent, magnetic, multi-functional nanometer material according to claim 1 is characterized in that, described superparamagnetic nanoparticle is superparamagnetism Fe 3O 4Particle, it is to adopt coprecipitation to make, and uses with carboxyl or amino chemical reagent and modify, and makes magnetic Nano Fe 3O 4The surface is with carboxyl or amino.
3, the preparation method of fluorescent, magnetic, multi-functional nanometer material according to claim 1 is characterized in that, the preparation of described semiconductor-quantum-point is to contain Cd 2+Add modifier Thiovanic acid or mercaptoethylamine in the aqueous solution of salt, to regulate pH be 10 or be 4 with the hydrochloric acid soln adjusting pH of 1M with the NaOH aqueous solution of 1M, under magnetic agitation, add the freshly prepd NaHTe or the NaHSe aqueous solution then, reaction solution is heated to boiling, refluxed 1～24 hour, and obtained multiple particle diameter, surface and have carboxyl or amino CdTe or CdSe quanta point material.
4, the preparation method of fluorescent, magnetic, multi-functional nanometer material according to claim 1 is characterized in that, the magnetic nano-particle finishing is carboxyl or amino, and the semiconductor-quantum-point finishing is carboxyl or amino.
5, the preparation method of fluorescent, magnetic, multi-functional nanometer material according to claim 1, it is characterized in that, pH value by conditioned reaction liquid, directly magnetic nano-particle is combined by electrostatic interaction with semiconductor-quantum-point, specific as follows: the semiconductor-quantum-point that obtains with the methyl alcohol precipitating, and be dispersed in the aqueous solution, obtaining concentration is the quantum dot aqueous solution of 30mM, for the quantum dot of surface with amino, regulate the pH value 8～12 with the NaOH aqueous solution, for the quantum dot of surface with carboxyl, regulate the pH value in 2～6 scopes with the HCl aqueous solution, add respectively the above-mentioned Fe with carboxyl or amino for preparing 3O 4Solution, stirring at room was also reacted 24 hours, separated with magnetic field, washed three times, obtained fluorescent, magnetic, multi-functional nanometer material.
6, the preparation method of fluorescent, magnetic, multi-functional nanometer material according to claim 1, it is characterized in that the kind by changing quantum dot and the radius of control quantum dot obtain the fluorescence magnetic nano material of the multiple color of emmission spectrum between 488nm～605nm.
CNB2006100258714A 2006-04-20 2006-04-20 Fluorescent, magnetic, multi-functional nanometer material and its prepn. method Expired - Fee Related CN100357389C (en)

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CN101497779B (en) * 2009-03-13 2012-07-18 罗士柱 Mixed liquor for labeling and labeling method for animals
CN101723311B (en) * 2009-11-06 2012-03-07 武汉理工大学 Magnetic flourescent nano material for magnetic-photo sensor and preparation method thereof
CN101799416B (en) * 2010-03-10 2011-11-16 上海交通大学 Method for detecting induced pluripotent stem cell
CN102580635B (en) * 2012-01-19 2013-10-16 黑龙江大学 Method for preparing double-property polymer microspheres
CN106833650B (en) * 2014-07-02 2019-09-27 济南大学 A kind of magnetic fluorescent dual-function nano material
CN106313221B (en) * 2016-10-14 2017-10-10 东北林业大学 A kind of preparation method of fluorescent transparent magnetic timber
CN107964400B (en) * 2017-12-19 2021-02-09 北京理工大学 Preparation method of novel magnetic fluorescent nano composite material
CN108384546B (en) * 2018-04-18 2019-03-19 湖南早晨纳米机器人有限公司 A kind of nanocrystalline composite material and preparation method thereof
CN110579459B (en) * 2019-10-08 2021-12-28 西南民族大学 Application and preparation method of magnetic-responsive fluorescent nano material

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