CN102093894A - Preparation method of carboxyl-containing water-soluble CdSeS quantum dots - Google Patents
Preparation method of carboxyl-containing water-soluble CdSeS quantum dots Download PDFInfo
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- CN102093894A CN102093894A CN2009102291941A CN200910229194A CN102093894A CN 102093894 A CN102093894 A CN 102093894A CN 2009102291941 A CN2009102291941 A CN 2009102291941A CN 200910229194 A CN200910229194 A CN 200910229194A CN 102093894 A CN102093894 A CN 102093894A
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Abstract
The invention discloses a preparation method of carboxyl-containing water-soluble CdSeS quantum dots. In the method, carboxyl-containing hydrophilic silicon-cladded CdSeS quantum dots are obtained by making hydrophobic CdSeS quantum dots, an organic solvent and a carboxyl-containing silane coupling agent which serve as raw materials react in an alkaline aqueous solution at the normal temperature. The method is simple and practical and has high repeatability; the obtained quantum dots have high stability, uniform texture, high fluorescence intensity and long fluorescence lifetime; a silicon cladding plays a role in preventing poisoning; and due to the adoption of carboxyl, the quantum dots can be taken as biological fluorescent probes for application in the fields of biology and medical science.
Description
Technical field:
The present invention relates to a kind of preparation method who is prepared into carboxylic hydrophilic CdSeS quantum dots by hydrophobic CdSeS quantum dot through the silicon covering.
Background technology:
(quantum dots QDs) claims semiconductor nano crystallite (semiconductor nanocrystal) again to quantum dot, is a kind of by the elementary composition nano microcrystalline of II-VI family or III-V family.The ultra micro size of quantum dot has caused a kind of quantum scale effect, has given its unique electronics and optical property.Quantum dot can be launched the fluorescence more superior than conventional fluorescent material under the exciting of light, its optical property has quantum dot and uses widely.Quantum dot varies in size owing to it or forms the fluorescence that difference can be sent different colours, and can be with the quantum dot of the multiple different colours of light de-excitation of single wavelength, compare with traditional organic fluorescent substance, has good spectrum property, caused people's extensive concern in recent years, particularly had the water-soluble quantum dot of functional group, in biological chemistry, biocytology, research fields such as molecular biology have shown very application prospects.Nie etc. utilize the coordination between sulfydryl and the Zn atom to realize CdSe/ZnS QDs surface and Thiovanic acid (thioglycolic acid, TGA) connection, it is water-soluble that the polar carboxyl has QDs, and free carboxyl group can be covalently bound with various biomolecules (as protein, peptide, nucleic acid etc.).Mitchell etc. are earlier with QDs and 3-thiohydracrylic acid (3-mereaptopropionic acid, MPA) connect, again with 4-(dimethyl carboxyl). the pyridine complexing, the wetting ability of QDs increases considerably, this method can prepare the QDs of number gram at every turn, but TGA is not very stable, easily from the QDs surface desorption, thereby causes QDs to reunite and precipitation.Usefulness 3-such as Alivisatos (sulfydryl propyl group) Trimethoxy silane disperses the ZnS of TOPO protection or the CdSe core/shell structure QDs that Cd S coats again, the TOPO molecule is substituted, again solution is adjusted to alkalescence, make the methoxy silane hydrolysis, just formed the shell of layer of silicon dioxide/siloxanes on the QDs surface, make QDs have better water solubility, very stable in the aqueous solution or damping fluid, and still can keep higher quantum yield; Use further reaction of bifunctional methoxylation compound (as carboxyl propyl trimethoxy silicane, trimethoxy propyl group urea) then, just can with the biomolecules coupling.The QDs of this method preparation has certain stability, but each experiment only can obtain the QDs of microgram magnitude, and under the pH neutral condition, the siloxy of QDs remained on surface forms gel or precipitation through regular meeting.We adopt and have amino silane coupling agent, form the shell that has silica/silicon oxygen alkane on the quantum dot surface, and among the carboxyl introducing, not only ensured the stability and the spectral quality of quantum dot, can carry out various functionalization and carry out coupling simultaneously with biomacromolecule.Application relates to biomolecules, cell and living imaging etc.
Summary of the invention:
The present invention adopts hydrophobicity CdSeS quantum dot, and acid anhydrides is a raw material with having amino silane coupling agent, is dissolved in the organic solvent, reaction for some time, with the solvent evaporate to dryness, in alkaline aqueous solution, adds Na
2SiO
3, the reaction of normal temperature method makes carboxylic wetting ability silicon covering CdSeS quantum dot.
Quantum dot of the present invention comprises that wavelength region is the CdSeS quantum dot of 490-640nm, as 510nm, and 564nm, the CdSeS quantum dot of 620nm.
The silane coupling agent that contains amino of the present invention is (3-aminopropyl) triethoxyl silane, (3-aminopropyl) Trimethoxy silane, N-(2-aminoethyl)-3-carboxyl propyl group methyl dimethoxysilane, N-(2-aminoethyl)-3-carboxyl propyl trimethoxy silicane, (3-aminopropyl) methoxyl group diethoxy silane.
Acid anhydrides used in the present invention comprises: maleic anhydride, Succinic anhydried, organic acid anhydrides such as Pyroglutaric acid.
Buffer reagent of the present invention is NaHCO
3, perhaps Na
2HPO
4Solution.
This invention is simple, good reproducibility, and the quantum dot that obtains stability is high, and quality is even, the fluorescence intensity height, fluorescence lifetime is long.The silicon covering has played the nontoxic usefulness that turns into simultaneously, and owing to introduced carboxyl, can be used as a kind of biological fluorescent labeling and be applied to biomedical many-sided field.
Embodiment:
As follows by hydrophobic CdSeS quantum dot through the experimental procedure that the silicon covering is prepared into carboxylic hydrophilic CdSeS quantum dots:
Specific examples 1:
(1) in the round-bottomed flask of 25ml, adds hydrophobic CdSeS (wavelength is 542nm) quantum dot 2.0mg, add (3-aminopropyl) Trimethoxy silane 200ul, maleic anhydride 0.147g and chloroform 5ml.Sealing, lucifuge, stirring at room 2h.
(2) under 50 ℃ of temperature, boil off the chloroform in the system, in the triangular flask of the 100ml of transfer, add the Na of concentration 60mmol/L
2SiO
3, 35ml, sealing, lucifuge, stirring at room 2 days.Reaction is finished, and obtains the transparent carboxylic CdSeS quantum dot aqueous solution.
Specific examples 2:
(1) in the round-bottomed flask of 25ml, adds hydrophobic CdSeS (wavelength is 512nm) quantum dot 2.0mg, add (N-(2-aminoethyl)-3-carboxyl propyl group methyl dimethoxysilane 200ul, Succinic anhydried 0.168g and chloroform 5ml.Sealing, lucifuge, stirring at room 2h.
(2) under 50 ℃ of temperature, boil off the chloroform in the system, in the triangular flask of the 100ml of transfer, add the Na of concentration 60mmol/L
2SiO
3, 35ml, sealing, lucifuge, stirring at room 2 days.Reaction is finished, and obtains the transparent carboxylic CdSeS quantum dot aqueous solution.
Claims (5)
1. preparation method who contains the carboxyl aqueous CdSeS quantum dot, it is characterized in that, with hydrophobic CdSeS quantum dot, parcel one deck silane coupling agent, then under the effect of buffer reagent, wrap silicon layer again to determine to generate the nontoxicity of quantum dot, finally change into the hydrophilic quantum dot that has carboxyl.Temperature of reaction is a room temperature, and PH is 8-10.
2. a kind of preparation method who contains the carboxyl aqueous CdSeS quantum dot according to claim 1 is characterized in that, employed quantum dot is multi-wavelength's a CdSeS quantum dot, and wavelength region comprises 510nm, 564nm, 620nm from 490 to 640nm.
3. a kind of preparation method who contains the carboxyl aqueous CdSeS quantum dot according to claim 1, it is characterized in that, employed carboxylic silane coupling agent is (3-aminopropyl) triethoxyl silane, (3-aminopropyl) Trimethoxy silane, N-(2-aminoethyl)-3-carboxyl propyl group methyl dimethoxysilane, N-(2-aminoethyl)-3-carboxyl propyl trimethoxy silicane, (3-aminopropyl) methoxyl group diethoxy silane.
4. a kind of preparation method who contains the carboxyl aqueous CdSeS quantum dot according to claim 1 is characterized in that used buffer reagent is NaHCO
3, perhaps Na
2HPO
4Solution.
5. a kind of preparation method who contains the carboxyl aqueous CdSeS quantum dot according to claim 1 is characterized in that the acid anhydrides that uses is organic acid anhydrides such as maleic anhydride, Succinic anhydried, Pyroglutaric acid.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104629765A (en) * | 2015-01-30 | 2015-05-20 | 天津理工大学 | Method for preparing multilayer fluorescence film by using hydrophobic semiconductor quantum dots |
CN105534910A (en) * | 2016-02-03 | 2016-05-04 | 东北大学 | Brain-targeted celecoxib-quantum dot liposome suspension and preparation method thereof |
CN108998004A (en) * | 2018-08-01 | 2018-12-14 | 北京苏瑞同创科技有限公司 | A kind of preparation method of high stability quantum dot microsphere |
-
2009
- 2009-12-15 CN CN2009102291941A patent/CN102093894A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104629765A (en) * | 2015-01-30 | 2015-05-20 | 天津理工大学 | Method for preparing multilayer fluorescence film by using hydrophobic semiconductor quantum dots |
CN105534910A (en) * | 2016-02-03 | 2016-05-04 | 东北大学 | Brain-targeted celecoxib-quantum dot liposome suspension and preparation method thereof |
CN108998004A (en) * | 2018-08-01 | 2018-12-14 | 北京苏瑞同创科技有限公司 | A kind of preparation method of high stability quantum dot microsphere |
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Application publication date: 20110615 |