CN109592664A - A kind of carbon nano dot and preparation method thereof for having light stimulating activity oxygen and generating performance - Google Patents
A kind of carbon nano dot and preparation method thereof for having light stimulating activity oxygen and generating performance Download PDFInfo
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- CN109592664A CN109592664A CN201811499644.4A CN201811499644A CN109592664A CN 109592664 A CN109592664 A CN 109592664A CN 201811499644 A CN201811499644 A CN 201811499644A CN 109592664 A CN109592664 A CN 109592664A
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/15—Nano-sized carbon materials
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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
- B82Y20/00—Nanooptics, e.g. quantum optics or photonic crystals
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- 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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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
Abstract
The present invention discloses a kind of carbon nano dot and preparation method thereof for having light stimulating activity oxygen and generating performance, has the preparation method that light excitation generates the silicon doped carbon nano dot of active oxygen characteristic, belong to the preparation technical field of carbon nanomaterial (carbon dots), the present invention, in 60 DEG C of at a temperature of preparation carbon dots aqueous solution, obtains the carbon nano dot of silicon doping by dialysis purification using dopamine and the mixed solution of 3-aminopropyltriethoxysilane.First discovery of the present invention can synthesize the carbon nano dot that uniform, fluorescence intensity is high and has light stimulating activity oxygen generation characteristic under mesophilic condition, have important application prospect in bio-imaging, sensing.The synthetic method is simple, it is at low cost, can complete to prepare in common lab.
Description
Technical field
The invention belongs to carbon nanomaterial preparation technology fields, and in particular to a kind of to utilize dopamine and 3- aminopropyl three
Ethoxysilane prepares the method that light stimulating activity oxygen generates the carbon nano dot of performance by heating water bath.
Background technique
Cancer is to endanger one of major disease of human health.In recent decades, people have been devoted to the morning to tumour
Phase diagnosing and treating.On the basis of traditional operation, radiotherapy, chemotherapy, many emerging antitumor therapies, such as gene are developed
Therapy, photodynamic therapy etc..Photodynamic therapy is a kind of novel cancer treatment method that developed recently gets up.It will be non-toxic
Photoactive substance injection tumor tissues after, excite photosensitizer with the illumination of specific wavelength, photosensitizer is formed to cell damage
Active oxygen, thus inside tumor tissues generate destruction.This method avoids the injury for the treatment of normal tissue, and performs the operation
Wound is small, is avoided that the generation of drug resistance.
Photosensitizer is the important fundamental of optical dynamic therapy, commonly uses derivatives of porphyrin, metal phthalocyanine complex at present
Deng as photosensitizer.The application of optical dynamic therapy suffers from the poor dispersion of organic photosensitizer in water, and photostability is poor, Yi Fa
The limitation of the disadvantages of third contact of a total solar or lunar eclipse bleaching and limited penetration depth.With the development of nano material technology, some novel nanometer light
Quick dose, as CdSe semiconductor-quantum-point, fullerene and its compound (J Am Chem Soc, 1993, 115, 7918-
7919.) carbon materials such as carbon nanotube, graphene (Biomaterials, 2017,120,185-194) and it comes into being.Exploitation
It is novel have excellent performance, dark toxicity is low, the simple nanometric photosensitizer of synthetic method is still the hot spot studied at present.
Carbon-based nano point is novel carbon nanomaterial, has excellent in optical properties, the small feature of bio-toxicity, in light
Imaging and catalytic field obtain some important applications.Carbon nanodot fluorescence luminous mechanism obtains completely the same recognizing not yet
Know.Or think by surface state, i.e., carbon nano dot surface cause there are energy potential well (Acs Nano, 2016, 10, 484-
491)；Or by dimensional effect, i.e. particle size determines luminescent properties；Or due to sp2/sp3Mixed structure, which generates particular bandgap, to be caused
Fluorescence (Nano Research, 2015,8,355-381).Having not yet to see document report carbon nanomaterial has light excitation to live
Property oxygen generate performance.
Summary of the invention
Swashed by prepared by dopamine and 3-aminopropyltriethoxysilane with light the object of the present invention is to provide a kind of
Send out the carbon nano dot and preparation method thereof that active oxygen generates performance.
It comprises the concrete steps that: weighing dopamine solid 5mg and be dissolved in 5mL distilled water, 3- aminopropan is sequentially added in the solution
Above-mentioned solution is placed in 100 mL round-bottomed flasks by ethyl triethoxy silicane alkane 5mL, 40mL distilled water and 5mL ammonium hydroxide, and mixing is equal
It is even, it is put into strip magnetic stir bar, round-bottomed flask is placed in heated type magnetic agitation water-bath, 60 DEG C to be protected from light 16 small
When；It then stands after being cooled to room temperature, obtained weak yellow liquid is crossed into 0.22 μm of miillpore filter, filtrate is protected from light in room temperature
Under the conditions of using 500-1000 molecular cut off bag filter dialyse 24 hours, change a ultrapure water dialyzate for every eight hours, will be saturating
The solution obtained after analysis after concentrated by rotary evaporation, is freeze-dried 24 hours at 60 DEG C, obtains powdered carbon nano dot.
Method of the invention overcomes existing photosensitizer preparation method complexity, disadvantage at high cost, passes through dopamine and 3-
Two kinds of simple raw materials of aminopropyltriethoxywerene werene have the carbon that light stimulating activity oxygen generates performance using heating water bath synthesis
Nano dot.Solubility is good in water for carbon nano dot prepared by the present invention, and is provided simultaneously with fluorescent emission and light excitation generation work
The performance of property oxygen, has important application prospect in bio-imaging, sensing.
Detailed description of the invention
Fig. 1 is the ultraviolet-visible absorption spectroscopy I and fluorescence excitation spectrum of carbon nano dot made from the embodiment of the present invention 1
II, emission spectrum III.Illustration a is that optical photograph and illustration b of the carbon aqueous nanodot solutions under natural light excitation are carbon nano dot
Optical photograph of the aqueous solution under ultraviolet excitation；
Fig. 2 is that (a-g is respectively carbon to fluorescence spectrum of the carbon nano dot made from the embodiment of the present invention 1 under different wave length excitation
The fluorescence spectrum when excitation wavelength of nano dot is 330,340,350,360,380,400,410nm)；
Fig. 3 is the transmission electron microscope picture of carbon nano dot made from the embodiment of the present invention 1；
Fig. 4 is the x-ray photoelectron spectroscopy figure (XPS) of carbon nano dot made from the embodiment of the present invention 1；
Fig. 5 is that the light excitation carbon nano dot of the embodiment of the present invention 2 aoxidizes 3,3 ', 5,5 '-tetramethyl benzidines (3,3 ', 5,5 '-
Tetramethylbenzidine, TMB) photo and its ultraviolet-visible absorption spectroscopy figure, CD represent carbon nano dot；
Fig. 6 is electron spin resonance (Electron Spin Resonance, ESR) spectrogram of the embodiment of the present invention 3 :(a)
The ESR spectrogram of carbon aqueous nanodot solutions;(b) 2,2,6,6- tetramethyl piperidine (2,2,6,6-tetra-methylpiperidine,
TEMP) capture light excites the ESR spectrogram of singlet oxygen free radicals in carbon aqueous nanodot solutions;(c) 5,5- dimethyl -1- pyrroles
Woods-N- oxide (5,5-Dimethyl-1-pyrroline N-oxide, DMPO) captures in light excitation carbon aqueous nanodot solutions
The ESR spectrogram of hydroxyl radical free radical, (d) DMPO captures the ESR spectrogram of superoxide anion in light excitation carbon aqueous nanodot solutions.
Fig. 7 is the property that the embodiment of the present invention 4 inhibits light excitation carbon nano dot active oxygen to generate using copper ion, is established
Copper ion examination criteria curve.
Specific embodiment
Following implementation is merely a preferred embodiment of the present invention, the range that the present invention cannot be limited in this way.
Embodiment 1
The preparation of carbon nano dot
It weighs dopamine solid 5mg and is dissolved in 5mL distilled water, sequentially add 3-aminopropyltriethoxysilane in the solution
Above-mentioned solution is placed in 100 mL round-bottomed flasks by 5mL, 40mL distilled water and 5mL ammonium hydroxide (concentration 14.8mol/L), and mixing is equal
It is even, it is put into strip magnetic stir bar, round-bottomed flask is placed in heated type magnetic agitation water-bath, 60 DEG C to be protected from light 16 small
When；It then stands after being cooled to room temperature, obtained weak yellow liquid is crossed into 0.22 μm of miillpore filter, filtrate is protected from light in room temperature
Under the conditions of using 500-1000 molecular cut off bag filter dialyse 24 hours, change a ultrapure water dialyzate for every eight hours, will be saturating
The solution obtained after analysis after concentrated by rotary evaporation, is freeze-dried 24 hours at 60 DEG C, obtains powdered carbon nano dot.
Above-mentioned powdered carbon nano dot is made into 0.05mg/mL solution with distilled water, the carbon nano dot water of I in Fig. 1
Solution ultraviolet-visible absorption spectroscopy shows that carbon nanodot solution has a characteristic absorption peak at 290 nm and 360 nm.Using
Excitation wavelength of the 360 nm wavelength as carbon nanodot solution occurs obvious fluorescence emission peak at 440 nm wavelength.Carbon nano dot
Excitation spectrum II and the emission spectrum seen in Fig. 1 see in Fig. 1 III in good mirror.It is seen by the optical photograph of Fig. 1
Out, apparent blue-fluorescence is issued under 365nm excitation.Fig. 2 shows the excitation wavelength for changing carbon nano dot from 330 nm gradually
When increasing to 410 nm, carbon nanodot fluorescence intensity is first increased and is reduced afterwards, excitation wavelength be 360 nm when, carbon nano dot it is glimmering
Light emitting is most strong, and maximum emission wavelength is located at 440 nm.
TEM characterization --- the scale of (a) and (b) in Fig. 3 is respectively 50nm and 5nm.(a) in Fig. 3 shows carbon nanometer
More evenly dispersed state is presented in point, and particle is essentially spheroidal or spherical.(b) display portion nano material in Fig. 3
Show the lattice fringe of more apparent similar graphite, the carbon (100) of 0.212 nm of lattice fringe spacing and graphene-structured
0.210 nm of spacing of lattice in face is close, between the lattice in carbon (002) face of 0.326 nm of lattice fringe spacing and graphene-structured
It is close away from 0.3335 nm.
X-ray photoelectron spectroscopy figure (Fig. 4) shows that carbon nano dot has 101.64 eV, 284.78 eV, 399.58 eV,
The peak of 531.20 eV respectively corresponds Si2p, C1s, N1s, O1s.The Si-DA of preparation is mainly made of Si, C, N, O element,
Each element content is respectively 14.50%, 44.52%, 12.87%, 28.11%.
Embodiment 2
A, b, c in Fig. 5 show the carbon nanodot solution crossed without 395 nm wavelength illuminations, TMB solution and carbon nano dot/TMB
At 655 nm of mixed solution absorbance detection value it is substantially zeroed, illustrate without care, above-mentioned solution there is no oxidation and
Discoloration.D, e in Fig. 5 show that after 395 nm wavelength illumination 1 hour, carbon nanodot solution, TMB solution are at 655 nm
Absorbance detection value and non-light group it is almost the same, do not have after illustrating the simple carbon nanodot solution of illumination, TMB solution illumination yet
It aoxidizes and changes colour.But can be seen that by the f in Fig. 5, when molten with the irradiation carbon nanodot solution-TMB mixing of 395 nm wavelength light sources
Liquid for a period of time after, the color change of mixed solution is obvious, becomes blue from colourless, and absorption peak is located at 655 nm, is TMB
The peak oxidation product (oxTMB).The above results show illumination carbon nanodot solution, generate oxidation material and aoxidize TMB, generate blue
Oxidation state product.
Embodiment 3
The ESR map of carbon nanodot solution is directly scanned, (a) in Fig. 6 shows g=1.9879 of carbon nanodot solution.
Carbon nanodot solution and TEMP mixed solution are taken with capillary, is put into sample cell, through 365nm light radiation 10min
Afterwards, its ESR signal is measured.(b) display in Fig. 6, singlet oxygen-TEMP combine the ESR signal of product TEMPO.The result shows that
Carbon nano dot can generate singlet oxygen after illumination.
Carbon nanodot solution and DMPO mixed solution are taken with capillary, is put into sample cell, through 365nm light radiation 10min
Afterwards, its ESR signal is measured.(d) display in (c) and Fig. 6 in Fig. 6, carbon aqueous nanodot solutions can examined after illumination
(intensity is than the quadruple for 1:2:2:1 for the adduct DMPO-OH characteristic peak that generates after measuring signal DMPO capture hydroxyl radical free radical
Peak) and DMPO capture superoxide anion generate adduct DMPO-OOH characteristic peak, the above results explanation, it is synthesized
Carbon nano dot in aqueous solution, after the laser irradiation of 365 nm wavelength, also generates hydroxyl radical free radical and superoxide anion.
Embodiment 4
As shown in fig. 7, copper ion can inhibit the performance of light excitation carbon quantum dot generation active oxygen.Various concentration (0.1,0.5,
1.0,5.0,10.0 μm of ol/L) copper ion respectively with carbon nanodot solution made from the 100 μ g/mL embodiment of the present invention 1 and
After TMB mixed solution reacts 20 min, 30 min are irradiated by 395 nm light sources, absorbance of the above-mentioned solution at 655 nm becomes
Linear relationship is presented in change value and copper ion concentration.The spectrophotometric detecting method of copper ion is established accordingly.
Claims (4)
1. a kind of preparation method for having light stimulating activity oxygen and generating the carbon nano dot of performance, it is characterised in that: weigh dopamine
Solid 5mg is dissolved in 5mL distilled water, sequentially adds 3-aminopropyltriethoxysilane 5mL in the solution, 40mL distilled water and
Above-mentioned solution is placed in 100mL round-bottomed flask by 5mL ammonium hydroxide, is uniformly mixed, is put into strip magnetic stir bar, round bottom is burnt
Bottle is placed in heated type magnetic agitation water-bath, and 60 DEG C are protected from light 16 hours, is then stood after being cooled to room temperature, will be acquired
Weak yellow liquid cross 0.22 μm of miillpore filter, filtrate is under the conditions of room temperature is protected from light using the saturating of 500-1000 molecular cut off
Analyse bag dialyse 24 hours, change a ultrapure water dialyzate for every eight hours, by the solution obtained after dialysis at 60 DEG C concentrated by rotary evaporation
Afterwards, it is freeze-dried 24 hours, obtains powdered carbon nano dot.
2. having the carbon nano dot that light stimulating activity oxygen generates performance made from method described in claim 1.
3. the performance that copper ion can inhibit light that carbon quantum dot made from method described in claim 1 is excited to generate active oxygen.
4. having light stimulating activity oxygen made from method described in claim 1 generates the carbon nano dot of performance applied to copper ion
Spectrophotomelric assay.
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| 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 |
| CN110907589A (en) * | 2019-11-21 | 2020-03-24 | 福建师范大学福清分校 | Visible Cu detection based on GQDs photocatalysis2+Method (2) |
| CN110964521A (en) * | 2019-12-07 | 2020-04-07 | 郑州大学 | Fluorescence quenching carbon dot for circularly detecting oxygen, test strip and application |
| CN114181699A (en) * | 2021-12-23 | 2022-03-15 | 武汉理工大学 | Silicon-doped carbon dot with high fluorescence quantum yield and preparation method and application thereof |
| CN114748364A (en) * | 2022-04-07 | 2022-07-15 | 华南师范大学 | Tooth bleaching method utilizing afterglow light dynamic effect, tooth bleaching carbon point reagent and preparation method thereof |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
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| 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 |
| CN110907589A (en) * | 2019-11-21 | 2020-03-24 | 福建师范大学福清分校 | Visible Cu detection based on GQDs photocatalysis2+Method (2) |
| CN110907589B (en) * | 2019-11-21 | 2022-07-15 | 福建师范大学福清分校 | Visible Cu detection based on GQDs photocatalysis2+Method (2) |
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| CN114181699A (en) * | 2021-12-23 | 2022-03-15 | 武汉理工大学 | Silicon-doped carbon dot with high fluorescence quantum yield and preparation method and application thereof |
| CN114181699B (en) * | 2021-12-23 | 2022-10-04 | 武汉理工大学 | Silicon-doped carbon dot with high fluorescence quantum yield and preparation method and application thereof |
| CN114748364A (en) * | 2022-04-07 | 2022-07-15 | 华南师范大学 | Tooth bleaching method utilizing afterglow light dynamic effect, tooth bleaching carbon point reagent and preparation method thereof |
| CN114748364B (en) * | 2022-04-07 | 2023-06-23 | 华南师范大学 | Tooth bleaching method and tooth bleaching carbon spot reagent utilizing afterglow photodynamic effect and preparation method thereof |
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