CN105907395A - A preparing method of an ultra small near infrared copper indium selenium quantum dot - Google Patents
A preparing method of an ultra small near infrared copper indium selenium quantum dot Download PDFInfo
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- CN105907395A CN105907395A CN201610242650.6A CN201610242650A CN105907395A CN 105907395 A CN105907395 A CN 105907395A CN 201610242650 A CN201610242650 A CN 201610242650A CN 105907395 A CN105907395 A CN 105907395A
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- C09K11/88—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing selenium, tellurium or unspecified chalcogen elements
- C09K11/881—Chalcogenides
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Abstract
The invention relates to a preparing method of an ultra small near infrared copper indium selenium quantum dot. The method includes firstly preparing nanometer particle nucleuses having a uniform size. A synthetic process includes forming an organic metal compound from copper and indium chlorides and trioctylphosphine/dodecyl amine, stirring at 50-60 DEG C to obtain a colorless uniform mixed solution, and reacting at 200 DEG C so that the organic metal monomer quickly reacts to produce nanometer particles, wherein the color of the reactants changes gradually, lauryl mercaptan in the reaction solution can stabilize the produced nanometer particles, the low reaction temperature improves controllability of a nucleation reaction, and optical stability of the nanometer particles is improved. The method is simple and controllable. The size of the ultra small near infrared copper indium selenium quantum dot is about 2 nm. Water-soluble nanometer particles prepared after functionalization with a polydentate polymer ligand are high in stability and high in fluorescence quantum efficiency. The luminescence spectrum of the quantum dot covers the near infrared zone from 650 nm to 800 nm. The quantum dot can be used for a plurality of kinds of bioluminescence labeling.
Description
Technical field
The present invention relates to biomarker fluorescent nano particles material technology, particularly relate to a kind of extra small near-infrared copper
The preparation method of indium selenium quantum dot.
Background technology
Quantum dot (quantum dots) is also called semiconductor nanocrystal, is a kind of by II-IV race or II-
The nanocrystal that IV race is elementary composition.Quantum dot is imitated due to its excellent physicochemical properties, such as quantum size
Should, luminescent properties and chemical process, and at biomarker, bio-sensing, optoelectronics and solar energy
The application in the fields such as battery and receive much concern.
Compared with traditional organic fluorescence reagent, quantum dot has many excellent spectrum properties, biology,
Medical domain shows the near-infrared fluorescent quantum that wide application prospect, especially development in recent years are got up
Point, owing to tissue is had strong penetration power, is particularly suitable for internal Noninvasive visible；Giving birth to
Thing in-vivo imaging uses, and the most important can not produce toxicity and destroy normal cell exactly；Cadmium content
The cytotoxicity of point derives from its cadmium ion dissociating or being present in surface, and quantum dot is in intracellular distribution
Significantly impact its cytotoxicity, strongly limit near-infrared quantum dots application in living imaging.
At present, mainly elementary composition with Cu, Ag, Mn, Zn, Se, S etc. without cadmium quantum dot, and to change
Method synthesizes, and the currently used more method that synthesizes of quantum dot is organometallic synthesis method and synthesis in water
Method；Though the quantum dot stability of organometallic synthesis, surface modifying preferably, but there is poorly water-soluble, system
The standby shortcoming such as complicated, relatively costly, limits its application.
Common aqueous synthesis method has low cost, simple to operate, reaction condition is gentle, easy regulation and control etc.
Advantage.Document report is had to use high temperature organic procedures to be prepared for Argentous sulfide. quantum dot, owing to using high temperature oil phase
Method, the quantum dot of gained is oil-soluble, needs to modify further just to can apply to living things system；Use micro-
Wave radiation method prepares water solublity near-infrared cadmium telluride quantum dot, and the response time obtaining needs in its tellurium source is longer
And reaction needs oxygen-free environment to protect, meanwhile, cadmium element contains higher toxicity；Use Aqueous phase synthesis
Launch the zinc selenide quantum dot of the additive Mn of yellow visible light, but adjustable wavelength is limited, is unfavorable for live body
Imaging research.
This case is it is important to note that the preparation of current near-infrared luminous fluorescent nano particles-quantum dot is led to
Selen-tellurjum cadmium, indium arsenide, vulcanized lead etc. is synthesized frequently with organic metal method；Relative at visible spectrum LEDs
CdSe quantum dots, near-infrared luminous quantum dot light emitting quantum efficiency is the highest, preparation difficulty, product
Quality control is bad, and the reaction reagent related to is severe toxicity, explosive, inflammable dangerous materials chemicals such as grade, for
The use of reagent, stores and processes the highest requirement；Cure at biology in view of near-infrared luminous nanoparticle
Potential application in, the simple effectively near-infrared quantum dots synthetic method that controllability is good of invention is the most meaningful.
In recent years, some hypotoxic near-infrared luminous quantum dots, such as Argentous sulfide., the preparation of CIS etc. exists
Document has been reported that.As the near-infrared quantum dots of a kind of low toxicity, the CIS quantum that current method obtains
Point has bigger size and wider distribution of sizes, and reaction controllability is poor.
The synthetic method that the scheme that this case is implemented improves, has obtained the reddest of equally distributed super-small
Outer quantum dot, the controllability of reaction is greatly improved；The synthesis of CIS quantum dot is by copper and the chloride of indium
With the reaction of selenourea, it is different from the synthesis (reaction temperatures of more than 300 DEG C) of the cadmium selenide of classics, this reaction
Carrying out at 200 DEG C, reaction temperature is easier to control, and temperature relatively low in commercial production is also easier
Realizing, whole course of reaction is not related to highly toxic reaction reagent, is the chemical reaction comparing environmental protection.
Therefore, for the above, need prior art is effectively innovated.
Summary of the invention
For disadvantages described above, the present invention provides the preparation method of a kind of extra small near-infrared CIS quantum dot, with
Solve many deficiencies of prior art.
For achieving the above object, the present invention is by the following technical solutions:
The preparation method of a kind of extra small near-infrared CIS quantum dot, comprises the following steps:
(1) first, the selenourea of Cu-lyt. 10 milligrams, indium chloride 22 milligrams and 25 milligrams is placed in 25
In three neck reaction bulbs of milliliter, add 2.5 milliliters of octadecylenes, 1 milliliter of tri octyl phosphine；
(2) thing mixed above is after ultrasonic 30 minutes, is sequentially added 1 milliliter of oleyl amine and 0.5 milliliter of dodecyl sulfur
Alcohol, gained reactant liquor to 50-60 DEG C, obtains water white transparency through careful dehydration and deoxidation operation post-heating after stirring
Reactant liquor；
(3) water white reactant liquor is cooled to room temperature post-heating to 200 DEG C, it is seen that the color of reaction solution from
Colourless gradually become yellow, red, be finally pitchy, terminate reaction after reaction temperature to 200 DEG C immediately and drop
Temperature；
(4) in the reactant of step (3) gained, methanol and acetone mixed solvent, the nanoparticle of sedimentation are added again
It is dissolved in anhydrous chloroform after high speed centrifugation separates, filters with the nylon filter of 0.22 micron；
(5) chloroformic solution 5 milliliters step (4) obtained and 2 milliliters of octadecylenes, 0.5 milliliter of oleyl amine are placed in reaction
In Ping, under vacuum condition, remove chloroform；
(6) auligen zinc reactant liquor then, is prepared: by 30 milligrams of auligen zinc and 250 millis
Gram zinc oleate, is dissolved in the mixed of 1 milliliter of octadecylene, 1.5 milliliters of tri octyl phosphines and 0.5 milliliter of dioctylamine simultaneously
Close solution；
(7) 0.5 milliliter of above-mentioned zinc reactant liquor is added in CIS quantum dot solution, be heated to 190 DEG C, surplus
Remaining zinc reactant liquor is slowly added dropwise to solution, and controlling reaction temperature is 190 DEG C；
(8) reactant mixture that step (7) prepares is cooled to room temperature, adds acetone and first that volume ratio is 1: 3
Alcohol sedimentation nanoparticle, the nanoparticle after centrifugation is dissolved in 10 milliliters of chloroformic solutions, with 0.2 micron
Filter filter, the solution obtained is for ligand exchange.
After step (8), the ligand exchange reaction step carrying out CIS quantum dot and multiple tooth Polymeric ligands is:
Parents' polymer is dissolved in quantum dot 6 and receives and rub in the solution of chloroform 3 milliliters, with Polymeric ligands 50 milligrams
Aqueous solution 1 milliliter mixing, after mixture is stirred vigorously half an hour at 45 DEG C, cooling stands, it is seen that nanoparticle
Aqueous phase is gone to from organic facies；Add 1 ml deionized water, by the aqueous solution of nanoparticle from reactant mixture
The rear 0.2 micron of filter of middle separation filters, and selects filter membrane centrifugation to purify by molecular weight, removes unreacted
Part and other impurity, under the conditions of the nanoparticle aqueous solution obtained 4 degree preserve.
Having the beneficial effect that of the preparation method of extra small near-infrared CIS quantum dot of the present invention
(1) by obtaining quality controllable to the improvement of course of reaction, size extra small (2 nanometer) and distribution are all
Even, there is the CIS quantum dot of high brightness, use multiple tooth Polymeric ligands that it is repaiied simultaneously
Decorations, obtain highly stable water-soluble fluorescent nano particles, due to the best the wearing of near infrared light
Property, especially has important application in living body biological imaging thoroughly；Extra small particle size can be from biology
Body is discharged, and is beneficial to its application in vivo；
(2) synthesis of CIS quantum dot is divided into two steps, is first the nanoparticle core preparing size uniform, closes
First it is chloride and tri octyl phosphine/dodecyl amine formation organo-metallic compound of copper and indium during one-tenth,
Stir under conditions of 50-60 DEG C several hours, obtain colourless uniform mixed solution, react at a temperature of 200 DEG C
Organometallic monomer reacts rapidly generation nanoparticle, it can be seen that gradually changing of reactant color；Reaction
The nanoparticle that lauryl mercaptan in solution can stably generate, owing to quick nucleation process obtains
Nano-particles size is highly uniform, and the most relatively low reaction temperature makes into the controllability of nuclear reaction and is greatly improved,
The quantum dot core obtained is by the sulfuration cadmia of reaction cladding further, thus improves the optical stabilization of nanoparticle
Property；
(3) precursor of the zinc sulfide used is the double zinc of diethyl xanthan, and this precursor self at high temperature divides
Solve and generate zinc sulfide, react generation zinc sulfide relative to the precursor of the precursor with zinc that use sulfur respectively, this
The method of kind is the most controlled；
(4) size of extra small CIS quantum dot is about 2 ran, uses multiple tooth Polymeric ligands to carry out merit
The water soluble nanometer particles obtained after energyization has good stability and higher fluorescence quantum efficiency, its
Light spectrum covers the near-infrared region of 650 nanometers to 800 nanometers, it is adaptable to multiple biological fluorescent labelling is applied.
Accompanying drawing explanation
Below according to accompanying drawing, the present invention is described in further detail.
Fig. 1 is the building-up process of CIS near-infrared quantum dots of the present invention and uses the table of multiple tooth Polymeric ligands
Surface function process schematic one；
Fig. 2 is the building-up process of CIS near-infrared quantum dots of the present invention and uses the table of multiple tooth Polymeric ligands
Surface function process schematic two；
Fig. 3 is the uv-visible absorption spectra (black line) of CIS/ZnS quantum dots of the present invention and fluorescence is sent out
Penetrate spectrum (red line: before ligand exchange, blue line: after ligand exchange) schematic diagram；
Fig. 4 is the electron micrograph schematic diagram of CIS quantum dot of the present invention；
Fig. 5 is the electron micrograph schematic diagram of CIS/ZnS quantum dots of the present invention.
Detailed description of the invention
As Figure 1-5, the preparation method of the extra small near-infrared CIS quantum dot described in the embodiment of the present invention,
Comprise the steps of:
(1) first, the selenourea of Cu-lyt. 10 milligrams, indium chloride 22 milligrams and 25 milligrams is placed in 25
In three neck reaction bulbs of milliliter, add 2.5 milliliters of octadecylenes, 1 milliliter of tri octyl phosphine；
(2) thing mixed above is after ultrasonic 30 minutes, is sequentially added 1 milliliter of oleyl amine and 0.5 milliliter of dodecyl sulfur
Alcohol, gained reactant liquor to 50-60 DEG C, obtains water white transparency through careful dehydration and deoxidation operation post-heating after stirring
Reactant liquor；
(3) water white reactant liquor is cooled to room temperature post-heating to 200 DEG C, it is seen that the color of reaction solution from
Colourless gradually become yellow, red, be finally pitchy, terminate reaction after reaction temperature to 200 DEG C immediately and drop
Temperature；
(4) in the reactant of step (3) gained, methanol and acetone mixed solvent, the nanoparticle of sedimentation are added again
It is dissolved in anhydrous chloroform after high speed centrifugation separates, filters with the nylon filter of 0.22 micron；
(5) chloroformic solution 5 milliliters step (4) obtained and 2 milliliters of octadecylenes, 0.5 milliliter of oleyl amine are placed in reaction
In Ping, under vacuum condition, remove chloroform；
(6) auligen zinc reactant liquor then, is prepared: by 30 milligrams of auligen zinc and 250 millis
Gram zinc oleate, is dissolved in the mixed of 1 milliliter of octadecylene, 1.5 milliliters of tri octyl phosphines and 0.5 milliliter of dioctylamine simultaneously
Close solution；
(7) 0.5 milliliter of above-mentioned zinc reactant liquor is added in CIS quantum dot solution, be heated to 190 DEG C, surplus
Remaining zinc reactant liquor is slowly added dropwise to solution, and controlling reaction temperature is 190 DEG C；
(8) reactant mixture that step (7) prepares is cooled to room temperature, adds acetone and first that volume ratio is 1: 3
Alcohol sedimentation nanoparticle, the nanoparticle after centrifugation is dissolved in 10 milliliters of chloroformic solutions, with 0.2 micron
Filter filter, the solution obtained is for ligand exchange；
(9) CIS quantum dot and the ligand exchange reaction of multiple tooth Polymeric ligands are with reference to following operative step: double
Parent's polymer is dissolved in quantum dot (6 receive rub) in the solution of chloroform (3 milliliters), with Polymeric ligands (50
Milligram) aqueous solution (1 milliliter) mixing, mixture be stirred vigorously half an hour at 45 degree after cooling standing,
Visible nanoparticle goes to aqueous phase from organic facies；Add 1 ml deionized water, by the aqueous solution of nanoparticle
Filter (0.2 micron of filter) after separating from reactant mixture, select filter membrane centrifugation to carry by molecular weight
Pure, remove unreacted part and other impurity, preserve under the conditions of the nanoparticle aqueous solution obtained 4 degree.
The above-mentioned description to embodiment is for the ease of those skilled in the art it will be appreciated that and answer
Using this case technology, these examples obviously can be made various amendment by person skilled in the art easily, and
General Principle described herein is applied in other embodiments without through performing creative labour.Therefore,
This case is not limited to above example, and those skilled in the art is according to the announcement of this case, such as, for part
Raw material dosage is not completely fixed for a numerical value, is only preferred embodiment, the improvement made for this case and repairing
Changing all should be in the protection domain of this case.
Claims (2)
1. the preparation method of an extra small near-infrared CIS quantum dot, it is characterised in that comprise the following steps:
(1) first, the selenourea of Cu-lyt. 10 milligrams, indium chloride 22 milligrams and 25 milligrams is placed in 25
In three neck reaction bulbs of milliliter, add 2.5 milliliters of octadecylenes, 1 milliliter of tri octyl phosphine；
(2) thing mixed above is after ultrasonic 30 minutes, is sequentially added 1 milliliter of oleyl amine and 0.5 milliliter of dodecyl sulfur
Alcohol, gained reactant liquor to 50-60 DEG C, obtains water white transparency through careful dehydration and deoxidation operation post-heating after stirring
Reactant liquor；
(3) water white reactant liquor is cooled to room temperature post-heating to 200 DEG C, it is seen that the color of reaction solution from
Colourless gradually become yellow, red, be finally pitchy, after reaction temperature to 200200 DEG C, terminate reaction also immediately
Cooling；
(4) in the reactant of step (3) gained, methanol and acetone mixed solvent, the nanoparticle of sedimentation are added again
It is dissolved in anhydrous chloroform after high speed centrifugation separates, filters with the nylon filter of 0.22 micron；
(5) chloroformic solution 5 milliliters step (4) obtained and 2 milliliters of octadecylenes, 0.5 milliliter of oleyl amine are placed in reaction
In Ping, under vacuum condition, remove chloroform；
(6) auligen zinc reactant liquor then, is prepared: by 30 milligrams of auligen zinc and 250 millis
Gram zinc oleate, is dissolved in the mixed of 1 milliliter of octadecylene, 1.5 milliliters of tri octyl phosphines and 0.5 milliliter of dioctylamine simultaneously
Close solution；
(7) 0.5 milliliter of above-mentioned zinc reactant liquor is added in CIS quantum dot solution, be heated to 190 DEG C, surplus
Remaining zinc reactant liquor is slowly added dropwise to solution, and controlling reaction temperature is 190 DEG C；
(8) reactant mixture that step (7) prepares is cooled to room temperature, adds acetone and first that volume ratio is 1: 3
Alcohol sedimentation nanoparticle, the nanoparticle after centrifugation is dissolved in 10 milliliters of chloroformic solutions, with 0.2 micron
Filter filter, the solution obtained is for ligand exchange.
The preparation method of extra small near-infrared CIS quantum dot the most according to claim 1, its feature exists
In: after step (8), the ligand exchange reaction step carrying out CIS quantum dot and multiple tooth Polymeric ligands is:
Parents' polymer is dissolved in quantum dot 6 and receives and rub in the solution of chloroform 3 milliliters, with Polymeric ligands 50 milligrams
Aqueous solution 1 milliliter mixing, after mixture is stirred vigorously half an hour at 45 DEG C, cooling stands, it is seen that nanoparticle
Aqueous phase is gone to from organic facies；Add 1 ml deionized water, by the aqueous solution of nanoparticle from reactant mixture
The rear 0.2 micron of filter of middle separation filters, and selects filter membrane centrifugation to purify by molecular weight, removes unreacted
Part and other impurity, under the conditions of the nanoparticle aqueous solution obtained 4 degree preserve.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107325808A (en) * | 2017-04-24 | 2017-11-07 | 上海双洳生物科技有限公司 | Prepare the method that mannose is coupled near-infrared quantum dots |
| WO2021000892A1 (en) * | 2019-07-01 | 2021-01-07 | 浙江大学 | Method for preparing quantum dots of groups iii-v |
| CN114591742A (en) * | 2022-03-17 | 2022-06-07 | 电子科技大学长三角研究院(湖州) | Copper indium tin selenium/zinc selenide core-shell quantum dot and preparation method and application thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107325808A (en) * | 2017-04-24 | 2017-11-07 | 上海双洳生物科技有限公司 | Prepare the method that mannose is coupled near-infrared quantum dots |
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| CN114591742A (en) * | 2022-03-17 | 2022-06-07 | 电子科技大学长三角研究院(湖州) | Copper indium tin selenium/zinc selenide core-shell quantum dot and preparation method and application thereof |
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Application publication date: 20160831 |