CN101805606A - Method for preparing monodisperse near-infrared quantum dots - Google Patents
Method for preparing monodisperse near-infrared quantum dots Download PDFInfo
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Abstract
The invention discloses a method for preparing monodisperse near-infrared quantum dots, comprising the following steps: using diethyl dithiocarbamate as a monophyletic reaction precursor; carrying out pyrolytic reaction in mixed solution of surface active agent with high boiling point and different coordination properties and selecting silver sulfide as the target product to be prepared to obtain quantum dots with excellent dispersibility, low toxicity and near-infrared emitted light property. The method of the invention features in mild reaction conditions, simple operation, safety and good repeatability, eliminates toxicity caused by using the traditional quantum dots and provides necessary and provides necessary preparations for studies of application of the quantum dots as a fluorescence label indicator to a near-infrared biomarker and to the image formation field.
Description
Technical field
The present invention relates to a kind of single method of disperseing quantum dot for preparing minuent, has near infrared emission light property, belong to material chemistry technical field.
Background technology
Along with the application of subject development such as molecular biology, medical diagnosis and various fluorescent mark and detection technique, the quantum dot fluorescence imaging technique has obtained fast development in biomedical sector.Wherein, near-infrared quantum dots fluorescence imaging technology has shown great potential in the living organisms imaging field.Compare with the visible light quantum dot, near-infrared quantum dots has special advantages, bigger as the tissue penetration degree of depth, can overcome and be subject to interferential defective etc. when the visible light quantum dot carries out the deep tissues imaging, therefore cause extensive concern at aspects such as molecular biology, cytobiology and medical diagnosiss.Common near-infrared quantum dots is by II-VI family element (CdHgTe, CdTeSe and CdTeSe/CdS) or III-V family element (InAs, InAs at present
xP
1-x) semiconductor nanocrystal formed.The tradition near-infrared quantum dots is because its potential bio-toxicity, and defectives such as quantum dot such as dimensional homogeneity itself, degree of crystallinity, poor stability, limited its practical application in biomarker, tissue and fields such as living imaging, clinical diagnosis greatly.
Summary of the invention
The objective of the invention is deficiency, and propose a kind of preparation method of monodisperse near-infrared quantum dots, take this to improve dimensional homogeneity, degree of crystallinity and the stability of the near-infrared quantum dots that makes, reduce production costs at existing near-infrared quantum dots; And, reduce the toxic side effect of quantum dot as biological imaging by preparing the selection of material.
Purpose of the present invention will be achieved through the following technical solutions:
A kind of preparation method of monodisperse near-infrared quantum dots, it is characterized in that: adopt the single source pre-reaction material of N,N-Diethyldithiocarbamic Acid as quantum dot, in the tensio-active agent mixing solutions of the different coordination characteristics of tool through thermolysis, nucleation, growth and surface-functionalized process, make a kind of in polar solvent the near-infrared quantum dots of tool monodispersity.
Further, the preparation method of aforementioned a kind of monodisperse near-infrared quantum dots, its preparation process is:
I, the pre-reaction material N,N-Diethyldithiocarbamic Acid is dissolved in the tensio-active agent mixed solvent of the different coordination characteristics of tool, under protection of inert gas, is heated to 100 ℃;
II, bleed and leave standstill, treat that solution clarification back is 180 ℃～250 ℃ reactions 30～60 minutes down;
III, treat that solution is cooled to room temperature after, add volatile solvent, after filtration, obtain quantum dot nano-particle after washing and the drying;
IV, surface-functionalized to described quantum dot nano-particle, obtaining can the near-infrared quantum dots of stable dispersion in polar solvent under the room temperature.
Further, the preparation method of aforementioned a kind of monodisperse near-infrared quantum dots, wherein this pre-reaction material is the siliver diethyldithiocarbamate of single source form, the near-infrared quantum dots that makes is the silver sulfide nano particle of monocline phase; The optional scope of this tensio-active agent comprises chain alkyl acid, alkylamine, long-chain alcohol and ether; And mixed solvent to be two or more combination allotments in proportion in oleic acid, stearylamine and the octadecylene form.
Again further, the preparation method of aforementioned a kind of monodisperse near-infrared quantum dots, wherein surface-functionalized can be to utilize a kind of Le Miefenglu Pierre-Marie Deloof reagent (Lemieux-von Rudloff reagent) that the surface is coated carbon-to-carbon double bond oxidation in the molecule, form the terminal short chain small molecules that has carboxyl, thereby making the surface hydrophobicity groups converted is hydrophilic radical, to obtain dispersible nanocrystal in water or other polar solvents.
Technical scheme of the present invention compares to prior art, and its remarkable advantage is embodied in:
By control to pre-reaction material thermal decomposition process and solvent composition in high boiling surfactivity mixed solvent, regulate nanocrystal nucleation and process of growth, realized the control to crystal nucleation and process of growth, a step has obtained the height crystallization, the size homogeneous is adjustable, pattern is controlled, do not have the Ag that reunites, easily is scattered in non-polar solvent, has the monocline phase structure
2The S quanta point material.By to Ag
2The surface-functionalized processing of S quantum dot, but the Ag of stable dispersion in water, ethanol isopolarity solvent further obtained
2The S quantum dot is for it provides possibility in the application aspect near infrared biomarker and the imaging.In addition, the method that the present invention prepares monodisperse near-infrared quantum dots also can be extended to the preparation of other metallic sulfide function nano material, and is easy to amplify reaction scale, is suitable for suitability for industrialized production.
Description of drawings
Fig. 1 is the quantum dot X-ray diffractogram that makes by the present invention;
Fig. 2 is the transmission electron microscope photo of the quantum dot that makes by the present invention;
Fig. 3 is the more high-resolution transmission electron microscope photo of quantum dot shown in Figure 2;
Fig. 4 is the photic emitting fluorescence spectrogram of the quantum dot that makes by the present invention.
Embodiment
For adapting to subject development such as molecular biology, medical diagnosis, application in biomedical sector has strengthened the research dynamics to people to the quantum dot fluorescence imaging technique, and especially near-infrared quantum dots fluorescence imaging technology has shown great potential in the living organisms imaging field.Therefore, the present invention is directed to the many defectives that have common near-infrared quantum dots now, design and proposed a kind of preparation method of monodisperse near-infrared quantum dots.As a whole: this method adopts the single source pre-reaction material of N,N-Diethyldithiocarbamic Acid as quantum dot, in the tensio-active agent mixing solutions of the different coordination characteristics of tool through thermolysis, nucleation, growth and surface-functionalized process, make at last a kind of in polar solvent the near-infrared quantum dots of tool monodispersity.
Divided by concrete steps: at first the pre-reaction material N,N-Diethyldithiocarbamic Acid is dissolved in the tensio-active agent mixed solvent of the different coordination characteristics of tool, under protection of inert gas, is heated to 100 ℃; Then bleed and leave standstill, treat after the solution clarification pyrolytic reaction at high temperature; After treating that solution is cooled to room temperature, add volatile solvent, after filtration, obtain quantum dot nano-particle after washing and the drying; Surface-functionalized to above-mentioned quantum dot nano-particle at last, obtaining can the near-infrared quantum dots of stable dispersion in polar solvent under the room temperature.
In addition, the prioritization scheme of technique scheme can also comprise
1. this pre-reaction material is the siliver diethyldithiocarbamate of single source form, so can avoid owing to the too high ununiformity that causes the product particle size of partial concn in the reaction process; The near-infrared quantum dots that makes is the silver sulfide nano particle of monocline phase, because monocline phase block Ag
2The energy gap of S is 1.1eV, just in time is in the scope of near infrared emission, in addition Ag
+Ion has the intimate bio-toxicity of ignoring, so monocline phase Ag
2The S quantum dot can be eliminated the toxicity problem of existing near-infrared quantum dots, makes it that potential using value all arranged aspect near infrared biomarker and the imaging.
2. the optional scope of this tensio-active agent comprises chain alkyl acid, alkylamine, long-chain alcohol and ether etc.From concrete enforcement; Described mixed solvent is that two or more (mol ratio can from 2: 1 to 1: 2) the in proportion combination allotment in oleic acid, stearylamine and the octadecylene forms.Can regulate the relative proportion of mixed solvent according to the reaction parameter (solvent burden ratio, temperature, time, reactant concn etc.) of precursor in different ligand solvents, obtain monodispersed near-infrared quantum dots.
3. pass through Ag
2The surface-functionalized processing of S quantum dot, promptly utilize a kind of Le Miefenglu Pierre-Marie Deloof reagent (Lemieux-von Rudloff reagent) that the surface is coated carbon-to-carbon double bond oxidation in the molecule, form the terminal short chain small molecules that has carboxyl, thereby making the surface hydrophobicity groups converted is hydrophilic radical, to obtain at water, ethanol, or dispersible nanocrystal in other polar solvents, be Ag
2The S quantum dot provides possibility in the application aspect biomarker and the imaging.
Below, introduce preparation process of the present invention in detail by the present invention's one specific embodiment:
(Ag (DDTC)) is raw material with a certain amount of siliver diethyldithiocarbamate, is dissolved in oleic acid, stearylamine and the octadecylene mixed solvent of 40mmol (mol ratio can from 2: 1 to 1: 2), at rare gas element N
2Protection down is heated to about 100 ℃, bleeds 15 minutes, treat that solution is clarified fully after, reacted 30-60 minute down at 180 ℃-250 ℃; After treating that solution is cooled to room temperature, add 45-50ml ethanol, filter, wash and drying, the black powder of gained is accredited as the Ag of monocline phase through X-ray diffraction
2S quantum dot (as shown in Figure 1).The quantum dot that obtains has the near infrared emmission spectrum (as shown in Figure 4) that is positioned at the 1058nm place, and quantum dot is the uniform nanometer polyhedral of size, and size is (as shown in Figure 2) about 10.2 ± 0.4nm; Have high degree of crystallinity (as shown in Figure 3) through this product of high-resolution transmission electron microscope observation, the surface is by ligand solvent oleic acid and stearylamine molecule parcel.To Ag
2The S quantum dot is surface-functionalized, can obtain the water-soluble Ag of stable existence at room temperature
2The S quantum dot.
In sum, the present invention utilizes high boiling point mixed solvent pyrolysated method, in high boiling oleic acid, stearylamine and octadecylene mixed solvent, by control to precursor thermal decomposition process and solvent composition, realization is to the control of crystal nucleation and process of growth, and a step can obtain the height crystallization, the size homogeneous is adjustable, pattern is controlled, do not have the Ag that reunites, easily is scattered in non-polar solvent, has the monocline phase structure
2The S quanta point material.Pass through Ag again
2The surface-functionalized processing of S quantum dot can obtain the Ag of stable dispersion in water, ethanol isopolarity solvent
2The S quantum dot is for it provides possibility in the application aspect near infrared biomarker and the imaging.The single Ag that disperses of this preparation
2The method of S quantum dot can also be extended to the preparation of other function nano metal sulfide materials, and is easy to amplify reaction, is suitable for large-scale industrial production.
Above-mentioned description by concrete enforcement example is intended to easy to understand technical scheme feature of the present invention, and protection scope of the present invention is not constituted any limitation.All employing equivalents or equivalence are replaced and the technical scheme of formation, all drop within the patent application right protection domain of the present invention.
Claims (5)
1. the preparation method of a monodisperse near-infrared quantum dots, it is characterized in that: adopt the single source pre-reaction material of N,N-Diethyldithiocarbamic Acid as quantum dot, in the tensio-active agent mixing solutions of the different coordination characteristics of tool through thermolysis, nucleation, growth and surface-functionalized process, make a kind of in polar solvent the near-infrared quantum dots of tool monodispersity.
2. the preparation method of a kind of monodisperse near-infrared quantum dots according to claim 1 is characterized in that the quantum dot preparation process is:
I, the pre-reaction material N,N-Diethyldithiocarbamic Acid is dissolved in the tensio-active agent mixed solvent of the different coordination characteristics of tool, under protection of inert gas, is heated to 100 ℃;
II, bleed and leave standstill, treat that solution clarification back is 180 ℃～250 ℃ reactions 30～60 minutes down;
III, treat that solution is cooled to room temperature after, add volatile solvent, after filtration, obtain quantum dot nano-particle after washing and the drying;
IV, surface-functionalized to described quantum dot nano-particle, obtaining can the near-infrared quantum dots of stable dispersion in polar solvent under the room temperature.
3. the preparation method of a kind of monodisperse near-infrared quantum dots according to claim 2, it is characterized in that: described pre-reaction material is the siliver diethyldithiocarbamate of single source form, described near-infrared quantum dots is the silver sulfide nano particle of monocline phase.
4. the preparation method of a kind of monodisperse near-infrared quantum dots according to claim 2, it is characterized in that: the optional scope of described tensio-active agent comprises chain alkyl acid, alkylamine, long-chain alcohol and ether; Described mixed solvent is the two or more combinations in proportion in oleic acid, stearylamine and the octadecylene.
5. the preparation method of a kind of monodisperse near-infrared quantum dots according to claim 1 and 2, it is characterized in that: described surface-functionalized referring in the preparation process of near-infrared quantum dots, molecule at each functional group of near-infrared quantum dots finishing, the specific function group that the near-infrared quantum dots surface is had satisfy various application demands, described functional group comprises carboxyl and amino at least.
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Cited By (12)
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| CN102211200A (en) * | 2011-06-14 | 2011-10-12 | 东华大学 | Method for synthesizing eggplant-shaped Ag-Ag2S nano heterojunction in one-step |
| CN102277157A (en) * | 2011-05-30 | 2011-12-14 | 中国科学院苏州纳米技术与纳米仿生研究所 | Near-infrared silver sulphide quantum dot as well as preparation method and application thereof |
| CN102849779A (en) * | 2012-10-11 | 2013-01-02 | 吉林大学 | Preparation method of silver sulfide quantum dots |
| CN105801727A (en) * | 2016-04-16 | 2016-07-27 | 上海双洳生物科技有限公司 | Method achieving surface functionalization polymeric ligand |
| CN106442456A (en) * | 2016-11-25 | 2017-02-22 | 清华大学 | Method of detecting zinc ions by utilizing near-infrared second region fluorescence quantum dot probe |
| CN106554034A (en) * | 2015-09-30 | 2017-04-05 | 浙江安诺其助剂有限公司 | A kind of sulfuration silver nano material dispersion and preparation method and application |
| CN106555331A (en) * | 2015-09-30 | 2017-04-05 | 浙江安诺其助剂有限公司 | A kind of antibiotic finishing solution and its application |
| CN109286130A (en) * | 2018-10-15 | 2019-01-29 | 南京邮电大学 | Include micro- disk cavity laser and preparation method thereof of silver sulfide quantum dot |
| CN109346920A (en) * | 2018-10-15 | 2019-02-15 | 南京邮电大学 | Include the distributed feedback laser and preparation method thereof of silver sulfide quantum dot |
| US10442988B2 (en) | 2015-08-11 | 2019-10-15 | Uniwersytet Wroclawski | Method for preparing water-dispersible quantum dots, colloid and a method for preparing the colloid |
| CN111004628A (en) * | 2019-12-24 | 2020-04-14 | 中国科学院苏州纳米技术与纳米仿生研究所 | Core-shell structure chalcogenide quantum dot, and preparation method and application thereof |
| CN112266009A (en) * | 2020-10-26 | 2021-01-26 | 中国科学院兰州化学物理研究所 | Preparation method of ultra-small silver sulfide quantum dots |
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| CN102277157A (en) * | 2011-05-30 | 2011-12-14 | 中国科学院苏州纳米技术与纳米仿生研究所 | Near-infrared silver sulphide quantum dot as well as preparation method and application thereof |
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| CN102277157B (en) * | 2011-05-30 | 2014-06-11 | 中国科学院苏州纳米技术与纳米仿生研究所 | Near-infrared silver sulphide quantum dot as well as preparation method and application thereof |
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| CN102849779A (en) * | 2012-10-11 | 2013-01-02 | 吉林大学 | Preparation method of silver sulfide quantum dots |
| US10442988B2 (en) | 2015-08-11 | 2019-10-15 | Uniwersytet Wroclawski | Method for preparing water-dispersible quantum dots, colloid and a method for preparing the colloid |
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| CN106442456A (en) * | 2016-11-25 | 2017-02-22 | 清华大学 | Method of detecting zinc ions by utilizing near-infrared second region fluorescence quantum dot probe |
| CN106442456B (en) * | 2016-11-25 | 2019-02-05 | 清华大学 | Utilize the method for two area's fluorescence quantum probe in detecting zinc ion of near-infrared |
| CN109286130A (en) * | 2018-10-15 | 2019-01-29 | 南京邮电大学 | Include micro- disk cavity laser and preparation method thereof of silver sulfide quantum dot |
| CN109346920A (en) * | 2018-10-15 | 2019-02-15 | 南京邮电大学 | Include the distributed feedback laser and preparation method thereof of silver sulfide quantum dot |
| CN111004628A (en) * | 2019-12-24 | 2020-04-14 | 中国科学院苏州纳米技术与纳米仿生研究所 | Core-shell structure chalcogenide quantum dot, and preparation method and application thereof |
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| CN112266009B (en) * | 2020-10-26 | 2022-03-25 | 中国科学院兰州化学物理研究所 | Preparation method of ultra-small silver sulfide quantum dots |
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