CN106753353A - A kind of orange light and near infrared emission polymer carbon nano dot and preparation method thereof - Google Patents
A kind of orange light and near infrared emission polymer carbon nano dot and preparation method thereof Download PDFInfo
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- CN106753353A CN106753353A CN201611085070.7A CN201611085070A CN106753353A CN 106753353 A CN106753353 A CN 106753353A CN 201611085070 A CN201611085070 A CN 201611085070A CN 106753353 A CN106753353 A CN 106753353A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/08—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials
- C09K11/65—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing carbon
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y40/00—Manufacture or treatment of nanostructures
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02B—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO BUILDINGS, e.g. HOUSING, HOUSE APPLIANCES OR RELATED END-USER APPLICATIONS
- Y02B20/00—Energy efficient lighting technologies, e.g. halogen lamps or gas discharge lamps
Abstract
A kind of orange light and near infrared emission polymer carbon nano dot and preparation method thereof, belong to carbon nanomaterial preparation technology field.The present invention carries out hydro-thermal reaction in pyroreaction kettle and prepares the carbon point aqueous solution using the mixed solution of dopamine and o-phenylenediamine, and the carbon point solid powder of high quantum production rate is obtained by simply isolating and purifying.The drawbacks of preparation hardly possible, high cost, prepared carbon point transmitted wave length the present invention overcomes existing method, be the polymer carbon point that can obtain near infrared emission by two simple step Hydrothermal Synthesiss of molecule.The polymer carbon point of gained is dispersed in ethanol solution, under the irradiation of portable uviol lamp, polymer carbon point can send bright feux rouges.The method of the invention is simple and easy to apply, low cost, output are high, is adapted to batch production, and the field such as illuminates in biological living imaging, fluorescent printing, warm white diode and have broad application prospects.
Description
Technical field
The invention belongs to carbon nanomaterial preparation technology field, and in particular to one kind using dopamine and o-phenylenediamine this two
Plant the orange light and near infrared emission polymer carbon nano dot and its system of the high-fluorescence quantum yield that molecule is prepared by hydro-thermal method
Preparation Method.
Background technology
Fluorescent carbon point class material, is a kind of emerging fluorescence probe material.Repaiied because it possesses hypotoxicity, effective chemistry
The features such as decorations property, good stability and biocompatibility, therefore in bio-imaging, medical diagnosis, catalysis and field of photovoltaic devices
Suffer from wide application prospect.Therefore, fluorescent carbon point class material is referred to as " light of the carbon nanometer of a new generation " by people.
By 2004 so far, the species of the carbon point for successfully preparing has a lot, and the method for synthesizing carbon point is also varied, but
It is that gained carbon point mostly sends blue or green fluorescence, feux rouges and near infrared band fluorescent carbon point are rarely found.And feux rouges and
The missing of near infrared band fluorescent carbon point significantly limit the further development and application of carbon point.Because in living body biological
In imaging, a large amount of fluorescent materials that itself is present in organism, it (is mostly blueness that non-specific fluorescence can be produced after being excited
Fluorescence), this " background noise " is such that the signal to noise ratio of living body fluorescent imaging is relatively low, so as to reduce resolution ratio and sensitivity.Cause
This, it is the target that people are pursued always at present to prepare the carbon point with excellent near infrared emission.
The content of the invention
The orange red of high-fluorescence quantum yield is prepared by dopamine and o-phenylenediamine molecule it is an object of the invention to provide a kind of
Light and near infrared emission polymer carbon nano dot and preparation method thereof.
The drawbacks of method of the present invention overcomes preparation hardly possible, high cost, the prepared carbon point transmitted wave length of existing method,
It is the polymer carbon point that can obtain near infrared emission by two simple step Hydrothermal Synthesiss of molecule.By the polymer carbon of gained
Point is dispersed in ethanol solution, and under the irradiation of portable uviol lamp, polymer carbon point can send bright feux rouges.It is of the present invention
Method is simple and easy to apply, low cost, output are high, is adapted to batch production, and in biological living imaging, fluorescent printing, the pole of warm white two
The fields such as pipe illumination have broad application prospects.
We carry out hydro-thermal reaction preparation first with the mixed solution of dopamine and o-phenylenediamine in pyroreaction kettle
The carbon point aqueous solution, the carbon point solid powder of high quantum production rate is obtained by simply isolating and purifying.
Comprise the concrete steps that：Weigh 1~2mmol of dopamine solid and 1~2mmol of o-phenylenediamine solid be dissolved in 10mL go from
In sub- water；Measure the concentrated hydrochloric acid aqueous solution that volume fraction is 37% to be added in above two molecular solution, by reaction solution
PH value is adjusted to 3~6, stirs；Above-mentioned solution is transferred in hydrothermal reaction kettle, hydro-thermal is anti-under the conditions of 140~210 DEG C
Answer 5~10 hours；Reactor is naturally cooled to room temperature afterwards, then to absolute ethyl alcohol and ultrasound is added in reactor, make attached
The product in reactor kettle lining is completely dissolved in ethanol；Resulting solution is finally removed into etoh solvent, then the solid to obtaining
Vacuum drying, so as to obtain orange light and the pure carbon nano dot solid powder of near infrared emission polymer.
(solubility is more than 10 to the dissolubility of carbon point solid powder prepared by the present invention in water and ethanol at room temperature all very well
Gram every 100 milliliters of water/ethanol), and fluorescence is very strong in ethanol solution.
Brief description of the drawings
Fig. 1：The ultraviolet-visible absorption spectroscopy and fluorescence emission spectrum of near infrared emission polymer carbon point ethanol solution, it is right
Answer embodiment 1；
Fig. 2：Optical photograph of the near infrared emission polymer carbon point ethanol solution under natural light and in the case where white light is excited, it is right
Answer embodiment 1；
Fig. 3：The x-ray photoelectron energy spectrum diagram (XPS) of near infrared emission polymer carbon point；Left figure is the height of polymer carbon point
Carbon spectrum is differentiated, middle graph is composed for the high-resolution nitrogen of polymer carbon point, and right figure is composed for the high-resolution oxygen of polymer carbon point, and correspondence is implemented
Example 1；
Fig. 4：Transmission electron microscope (TEM) photo of near infrared emission polymer carbon point, correspondence embodiment 1；
Fig. 5：The atomic force microscopy of near infrared emission polymer carbon point, correspondence embodiment 1；
Fig. 6：The fluorescence emission spectrogram of compound of fluorescent red-orange polymer carbon point ethanol solution, correspondence embodiment 2；
Fig. 7：The optical photograph that near infrared emission polymer carbon point is applied in biological living imaging, correspondence embodiment 3；
Fig. 8 (a)：Using the pictorial diagram and device of the near-infrared luminous diode prepared by near infrared emission polymer carbon point
The spectrogram of part transmitting, correspondence embodiment 4；
Fig. 8 (b)：The chromaticity coordinates of the near-infrared luminous diode prepared using near infrared emission polymer carbon point is composed, correspondence
Embodiment 4.
Specific embodiment
With reference to embodiment, the present invention is further elaborated.Purpose in conjunction with the embodiments is detailed this hair of explaination
It is bright, rather than being limited the invention with this.
Embodiment 1
The preparation of near infrared emission polymer carbon point
The preparation of near infrared emission polymer carbon point：Take 0.184g (1mmol) dopamines and 0.108g (1mmol) neighbour's benzene two
Amine, is dissolved in 10mL deionized waters, is subsequently adding the concentrated hydrochloric acid aqueous solution that volume fraction is 37%, makes the pH value of reaction system
It is 5.3, is stirred evenly with glass bar.Liquid is transferred in the stainless steel cauldron of the polytetrafluoroethyllining lining that volume is 20mL, is twisted
Tight kettle cover, reacts 8 hours under the conditions of 200 DEG C, reactor is naturally cooled to room temperature.Absolute ethyl alcohol is subsequently adding to be surpassed
Sound, makes to be attached to reactor kettle lining product and is completely dissolved in ethanol solution.The liquid of gained is transferred to pear shape bottle, is steamed with rotation
Hair instrument removes etoh solvent, and 60 DEG C of vacuum drying are then carried out to the solid for obtaining, and finally gives pure carbon point solid powder
0.072g。
Above-mentioned product is made into the ethanol solution that solid content is 0.05mg/mL, Fig. 1 is the absorption spectrum of sample ethanol solution
And fluorescence emission spectrum, from absorption spectrum in Fig. 1, carbon dots solution has multiple continuous absworption peaks.By the fluorescence in Fig. 1
Emission spectrum understands that it is 540nm most preferably to excite, and optimal emission peak is located at 710nm.The absolute fluorescence amount of the polymer carbon point of gained
Sub- yield is 26.28%.From the optical photograph in Fig. 2, bright red is sent under portable ultra violet lamp (365nm)
Fluorescence.
X-ray photoelectron power spectrum test analysis show (Fig. 3), and gained carbon point is mainly and is made up of tri- kinds of elements of C, N and O.
Contain nitrogen in carbon point, show that the nitrogen-atoms in o-phenylenediamine is accessed inside carbon point, nitrogen and oxygen element can be to carbon points
Photoluminescent property plays important regulating and controlling effect.(Fig. 4) is understood by the test result of high resolution transmission electron microscopy, carbon point is tool
There is very perfect lattice structure size about in the spheroid of 7nm or so.(Fig. 5) is shown by AFM test result,
The height of gained carbon point is about 2.4nm.
Embodiment 2
The preparation of fluorescent red-orange carbon point
The preparation of orange red emitted polymer carbon point：0.184g dopamines and 0.108g o-phenylenediamines are taken, 10mL is dissolved in
In deionized water, the concentrated hydrochloric acid aqueous solution that volume fraction is 37% is subsequently adding, makes the pH value of reaction system be 5.3, use glass
Rod is stirred evenly.Liquid is transferred in the stainless steel cauldron of 20mL volume polytetrafluoroethyllining linings, kettle cover is tightened, in 150 DEG C of bars
Reacted 8 hours under part, reactor is naturally cooled to room temperature.Being subsequently adding absolute ethyl alcohol carries out ultrasound, makes to be attached to reactor
Kettle lining product is completely dissolved in ethanol solution.The liquid of gained is transferred to pear shape bottle, etoh solvent is removed with Rotary Evaporators,
Then the solid for obtaining is vacuum dried under the conditions of 60 DEG C, finally gives 0.061g solid powders.
The ethanol solution that solid content is 0.05mg/mL is made into, is sent bright under portable ultra violet lamp (365nm)
Fluorescent red-orange, its optimal fluorescence excitation peak be located at 540nm, optimal emission peak be located at 600nm (Fig. 6).And orange red hair
The absolute fluorescence quantum yield for penetrating polymer carbon point is up to 30%.
Embodiment 3
Because the fluorescence quantum yield of the polymer carbon point of gained long wavelength is very high, still applied in living body biological
In imaging.The orange red emitted polymer carbon point ethanol solution of the gained of embodiment 2 is carried out hypodermic injection by us to nude mice.By scheming
7 this it appears that resulting living body fluorescent imaging effect is very good, and organism short wavelength's fluorescent emission is eliminated well
Interference.
Embodiment 4
There is the polymer chain property of stronger fluorescent emission and easy processing due to the near-infrared carbon point for preparing, therefore can
Composite is prepared with expansion and applies light conversion layer in light emitting diode.Film composite material is to prepare 0.005g embodiments 1
Near infrared emission polymer carbon point and dimethyl silicone polymer (PDMS, 0.2g) mixing, then drip to bought transmitting
To be solidified on the GaN chips of 365nm.Fig. 8 a are the photos in kind of near-infrared luminous diode prepared by the present embodiment, its
Send brighter red fluorescence.Fig. 8 b are CIE (the Commission Internationale de L ' of device emission spectrum
Eclairage 1931) chromaticity coordinates, its chromaticity coordinates value is (0.33,0.67) in typical red light district.
Rate of charge and reaction condition of above-described embodiment etc. can be carried out appropriate adjustment.Although with reference to preferred embodiment
The present invention is described, but the invention is not limited in above-described embodiment.It is expected that in design guiding of the invention
Under, those skilled in the art can modify and improve to various experiment conditions, and appended claims summarise of the invention
Scope.
Claims (2)
1. the preparation method of a kind of orange light and the pure carbon nano dot of near infrared emission polymer, it is characterised in that：Weigh dopamine
1~2mmol of solid and 1~2mmol of o-phenylenediamine solid are dissolved in 10mL deionized waters；Measure volume fraction be 37% it is dense
Aqueous hydrochloric acid solution is added in above two molecular solution, and the pH value of reaction solution is adjusted into 3~5, is stirred；Will be above-mentioned
Solution is transferred in hydrothermal reaction kettle, hydro-thermal reaction 5~10 hours under the conditions of 140~210 DEG C；Make reactor naturally cold afterwards
But room temperature is arrived, then to absolute ethyl alcohol and ultrasound is added in reactor, is completely dissolved in the product for being attached to reactor kettle lining
In ethanol solution；Resulting solution is finally removed into etoh solvent, then the solid vacuum drying to obtaining, so as to obtain orange light and
The pure carbon nano dot solid powder of near infrared emission polymer.
2. a kind of orange light and the pure carbon nano dot of near infrared emission polymer, it is characterised in that：It is as the side described in claim 1
Method is prepared.
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108359453A (en) * | 2018-02-05 | 2018-08-03 | 吉林大学 | It is a kind of to pass through the feux rouges carbonized polymers point and preparation method thereof of the high fluorescence quantum efficiency of blood-brain barrier by prepared by o-phenylenediamine |
| CN108394887A (en) * | 2018-04-04 | 2018-08-14 | 桂林理工大学 | A kind of preparation method for sending out fluorescent carbon point orange-yellow |
| CN108593618A (en) * | 2018-05-04 | 2018-09-28 | 南京工业大学 | A method of based on polymer carbon dots fluorescence colorimetric detection nitrite ion |
| CN108659835A (en) * | 2018-07-16 | 2018-10-16 | 河北工业大学 | A kind of low temperature preparation method of red emission carbon quantum dot |
| CN109504374A (en) * | 2018-11-30 | 2019-03-22 | 郑州大学 | A kind of method of large scale preparation high efficiency red/near infrared emission fluorescent carbon point |
| CN109777409A (en) * | 2019-03-13 | 2019-05-21 | 盐城工学院 | A kind of carbon-based fluorescent nano material of long afterglow near-infrared and its preparation method and application |
| CN110112276A (en) * | 2019-04-30 | 2019-08-09 | 西安交通大学 | It is a kind of can continuous sterilization light emitting device and preparation method thereof |
| CN110339356A (en) * | 2018-04-04 | 2019-10-18 | 中国科学院长春光学精密机械与物理研究所 | A kind of carbon nano dot reagent, preparation method and application |
| CN110408387A (en) * | 2019-07-25 | 2019-11-05 | 西北大学 | A kind of green fluorescent carbon dots and its preparation method and application |
| CN111232952A (en) * | 2020-01-13 | 2020-06-05 | 辽宁大学 | Preparation method of carbon nanodots and application of carbon nanodots as acid-base indicator |
| CN111662524A (en) * | 2020-05-26 | 2020-09-15 | 华南农业大学 | Red fluorescent carbon dot light conversion film and preparation method and application thereof |
| CN112812556A (en) * | 2021-02-04 | 2021-05-18 | 中北大学 | Preparation method of carbon-point-coupled polydopamine photothermal conversion material |
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Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108359453A (en) * | 2018-02-05 | 2018-08-03 | 吉林大学 | It is a kind of to pass through the feux rouges carbonized polymers point and preparation method thereof of the high fluorescence quantum efficiency of blood-brain barrier by prepared by o-phenylenediamine |
| CN108359453B (en) * | 2018-02-05 | 2021-02-26 | 吉林大学 | Red light carbonized polymer dot prepared from o-phenylenediamine and capable of passing through blood brain barrier and having high fluorescence quantum efficiency and preparation method of red light carbonized polymer dot |
| CN108394887A (en) * | 2018-04-04 | 2018-08-14 | 桂林理工大学 | A kind of preparation method for sending out fluorescent carbon point orange-yellow |
| CN110339356B (en) * | 2018-04-04 | 2021-09-17 | 中国科学院长春光学精密机械与物理研究所 | Carbon nanodot reagent, preparation method and application thereof |
| CN110339356A (en) * | 2018-04-04 | 2019-10-18 | 中国科学院长春光学精密机械与物理研究所 | A kind of carbon nano dot reagent, preparation method and application |
| CN108593618B (en) * | 2018-05-04 | 2020-08-04 | 南京工业大学 | Method for detecting nitrite ions based on polymer carbon dot fluorescence colorimetry |
| CN108593618A (en) * | 2018-05-04 | 2018-09-28 | 南京工业大学 | A method of based on polymer carbon dots fluorescence colorimetric detection nitrite ion |
| CN108659835A (en) * | 2018-07-16 | 2018-10-16 | 河北工业大学 | A kind of low temperature preparation method of red emission carbon quantum dot |
| CN109504374A (en) * | 2018-11-30 | 2019-03-22 | 郑州大学 | A kind of method of large scale preparation high efficiency red/near infrared emission fluorescent carbon point |
| CN109504374B (en) * | 2018-11-30 | 2021-07-20 | 郑州大学 | Method for preparing efficient red/near-infrared emission fluorescent carbon dots on large scale |
| CN109777409A (en) * | 2019-03-13 | 2019-05-21 | 盐城工学院 | A kind of carbon-based fluorescent nano material of long afterglow near-infrared and its preparation method and application |
| CN109777409B (en) * | 2019-03-13 | 2021-10-08 | 盐城工学院 | Long-afterglow near-infrared carbon-based fluorescent nano material and preparation method and application thereof |
| CN110112276A (en) * | 2019-04-30 | 2019-08-09 | 西安交通大学 | It is a kind of can continuous sterilization light emitting device and preparation method thereof |
| CN110408387A (en) * | 2019-07-25 | 2019-11-05 | 西北大学 | A kind of green fluorescent carbon dots and its preparation method and application |
| CN111232952A (en) * | 2020-01-13 | 2020-06-05 | 辽宁大学 | Preparation method of carbon nanodots and application of carbon nanodots as acid-base indicator |
| CN111662524A (en) * | 2020-05-26 | 2020-09-15 | 华南农业大学 | Red fluorescent carbon dot light conversion film and preparation method and application thereof |
| CN111662524B (en) * | 2020-05-26 | 2021-09-07 | 华南农业大学 | Red fluorescent carbon dot light conversion film and preparation method and application thereof |
| CN112812556A (en) * | 2021-02-04 | 2021-05-18 | 中北大学 | Preparation method of carbon-point-coupled polydopamine photothermal conversion material |
| CN112812556B (en) * | 2021-02-04 | 2022-06-24 | 中北大学 | Preparation method of carbon-point-coupled polydopamine photothermal conversion material |
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