CN110054171A - A kind of preparation method of biomass near-infrared fluorescent carbon dots - Google Patents
A kind of preparation method of biomass near-infrared fluorescent carbon dots Download PDFInfo
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- CN110054171A CN110054171A CN201910340052.6A CN201910340052A CN110054171A CN 110054171 A CN110054171 A CN 110054171A CN 201910340052 A CN201910340052 A CN 201910340052A CN 110054171 A CN110054171 A CN 110054171A
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Abstract
The invention discloses a kind of preparation methods of biomass near-infrared fluorescent carbon dots, and this method comprises the following steps: sweet osmanthus seed peel, dehydrated alcohol are stirred to react 11-13 hours by a. at 80 DEG C -120 DEG C, membrane filtration；B. the filtrate separated in step a is dialysed with dialysis membrane and purifies, under vacuum conditions by product rotary evaporation after purification, obtain the near-infrared luminous fluorescent carbon point of biomass after dry.There is the present invention raw material to be easy to get and nontoxic, and expensive reagent and drug are not needed in synthesis process, meets the theory of Green Chemistry.Biomass near-infrared fluorescent carbon dots obtained have the excellent properties such as launch wavelength length, good biocompatibility, stability, water solubility, lower cytotoxicity.
Description
Technical field
The invention belongs to carbon technique preparation technical field, in particular to one kind passes through solvent-thermal method using sweet osmanthus seed peel as raw material
The method for preparing biomass near-infrared fluorescent carbon dots.
Background technique
Fluorescent carbon point is as a kind of novel fluorescent material, because it is with excellent optics and chemical property, including it is adjustable
Section ruler cun, strong light resistance, high fluorescent stability and good biocompatibility, cause people in the past ten years
Great interest.The raw material of existing fluorescent carbon point synthesis mainly include inorganic and organic compound, as graphite, active carbon,
Candle ash, carbon nanotube, citric acid, ammonium citrate and other carbon compounds, preparation method mainly include organic compound
General carbonization, thermal decomposition and microwave-assisted preparation.However, the fluorescent carbon point being prepared using the above method, however it remains one
The transmitting light of a little disadvantages, such as most of fluorescent carbon points is in ultraviolet light or short-wavelength visible light area.In general, ultraviolet light and short wavelength
Visible light is poor to the penetrability of tissue, limits the optical image of its internal deep tissues；On the other hand, almost all creatures tissue
Autofluorescence, interference images effect can all be generated for ultraviolet light and short-wavelength visible light.Secondly, the carbon dots of some complexity synthesize
Process, as surface modification or strong acid treatment make that carbon dots surface energy defect is reduced, specific surface area becomes smaller, functional group is lost or is denaturalized
To influence its optical property.
In recent years, the concern of numerous people is caused using natural biomass as the raw material for preparing fluorescent carbon point, because utilizing
Do not need expensive reagent and drug in this kind of Material synthesis, raw material be easy to get to and it is nontoxic, meet the theory of Green Chemistry.Simultaneously
Carbon dots obtained have the biocompatibility of height, have a great impact to the luminescent properties and bioactivity of fluorescent carbon point.
It such as has been reported and N doping carbon dots is prepared by hydro-thermal method using pomelo peel, ginger, orange juice and bracteal leaf of corn；Utilize garlic and lucerne
Mu, horseshoe and onion are prepared into nitrogen, sulfur doping carbon dots by one step hydro thermal method, and are that raw material preparation has near-infrared with biomass
The carbon dots of fluorescence also rarely have appearance.
Summary of the invention
Present invention seek to address that the above problem, and a kind of biomass near-infrared fluorescent carbon environmental-friendly, at low cost is provided
The preparation method of point.The present invention provides a kind of preparation method of biomass near-infrared fluorescent carbon dots, this method includes following step
It is rapid:
A. sweet osmanthus seed peel, dehydrated alcohol are added in round-bottomed flask according to solid-to-liquid ratio 1:2 (g/mL), it is close after mixing
Envelope, under nitrogen protection device, is stirred to react 11-13 hours at 80 DEG C -120 DEG C, passes through membrane filtration after being cooled to room temperature；
Filtrate takes 30mL to be placed in a beaker, and the H of 2mL 0.2mg/mL is added2N-PEG-NH2Ethanol solution mixes well, and room temperature is dark
Place is stood for 24 hours, adds 4mL 0.1mol/L Na2CO3Solution mixes well, and room temperature dark place is stood for 24 hours, and resulting upper layer is molten
Liquid passes through membrane filtration again；
B. the filtrate separated in step a is dialysed with dialysis membrane and purifies, under vacuum conditions by product after purification
Rotary evaporation, it is dry for 24 hours to get arriving the near-infrared luminous fluorescent carbon point of biomass at 65 DEG C.
Preferably, in step a, the sweet osmanthus seed peel is fresh, unabroken sweet osmanthus seed peel, cleaned, dry, and is cut into
2 × 1 millimeters of sheet size.
Preferably, organic filter membrane that filter membrane described in step a is 0.22 μm.
Preferably, dialysis membrane described in step b is 1000MWCO dialysis membrane, the molecular cut off of dialysis membrane is 500~
2000Da, dialysis time are 30~60 hours.
The biomass near-infrared fluorescent carbon dots of this method preparation, partial size are 2.0~2.7 nanometers, quantum yield 9.6-
13.8%, the mean fluorecence service life was 5.76 nanoseconds.
The advantages and positive effects of the present invention are as follows: the present invention have raw material be easy to get to and it is nontoxic, do not needed in synthesis process
Expensive reagent and drug, meets the theory of Green Chemistry.Biomass near-infrared fluorescent carbon dots obtained have launch wavelength it is long,
The excellent properties such as good biocompatibility, stability, water solubility, lower cytotoxicity make it in analytical chemistry, life section
It learns and the fields such as biomedicine has bigger application potential.
Detailed description of the invention
Fig. 1 is the transmission electron microscope picture of the biomass near-infrared fluorescent carbon dots of the embodiment of the present invention 3.
Fig. 2 is the grain size distribution of the biomass near-infrared fluorescent carbon dots of the embodiment of the present invention 3.
Fig. 3 is the x-ray photoelectron spectroscopy figure of the biomass near-infrared fluorescent carbon dots of the embodiment of the present invention 3.
Fig. 4 is the x-ray photoelectron spectroscopy figure of the C1s of the biomass near-infrared fluorescent carbon dots of the embodiment of the present invention 3.
Fig. 5 is the x-ray photoelectron spectroscopy figure of the N1s of the biomass near-infrared fluorescent carbon dots of the embodiment of the present invention 3.
Fig. 6 is the x-ray photoelectron spectroscopy figure of the S2p of the biomass near-infrared fluorescent carbon dots of the embodiment of the present invention 3.
Fig. 7 is the infrared spectrogram of the biomass near-infrared fluorescent carbon dots of the embodiment of the present invention 3.
Fig. 8 is the UV-visible absorption spectrum of the biomass near-infrared fluorescent carbon dots of the embodiment of the present invention 3.
Fig. 9 is the excitation-emission fluorescence spectra of the biomass near-infrared fluorescent carbon dots of the embodiment of the present invention 3.
Figure 10 is the fluorescence decay curve figure of the biomass near-infrared fluorescent carbon dots of the embodiment of the present invention 3.
Specific embodiment
The embodiment of the present invention is further described below: it is emphasized that embodiment of the present invention is explanation
Property, without being restrictive, therefore the present invention is not limited to the embodiments described in specific embodiment, all by this field
The other embodiment that technical staff's technical solution of the present invention obtains, also belongs to the scope of protection of the invention.
Embodiment 1-9
It is cleaned, dry by fresh, unabroken sweet osmanthus seed peel, it is cut into 2 × 1 millimeters of sheet size, according to solid-to-liquid ratio
Sweet osmanthus seed peel, dehydrated alcohol are added in round-bottomed flask by 1:2 (g/mL), are sealed after mixing, under nitrogen protection device,
It is stirred to react a period of time at a temperature of differential responses, passes through 0.22 μm of organic membrane filtration after being cooled to room temperature；Filtrate takes
30mL is placed in a beaker, and the H of 2mL 0.2mg/mL is added2N-PEG-NH2Ethanol solution mixes well, and room temperature dark place is stood
For 24 hours, 4mL 0.1mol/L Na is added2CO3Solution mixes well, and room temperature dark place is stood for 24 hours, and resulting upper solution is led to again
Cross 0.22 μm of membrane filtration；Isolated filtrate is dialysed 48 hours with dialysis membrane (1000MWCO) and is purified (wherein, dialysis membrane
Molecular cut off can be 500~2000Da, dialysis time be 30~60 hours, for the ease of comparing, dialyse in embodiment 1-9
The molecular cut off of film is unified for 1000Da, and dialysis time is 48 hours), product after purification is rotated steam under vacuum conditions
Hair, it is dry for 24 hours to get arriving biomass near-infrared fluorescent carbon dots at 65 DEG C.Being averaged under test differential responses temperature and time
Partial size and quantum yield.Wherein, average grain diameter pass through TEM characterize, the measuring method of quantum yield are as follows: with quinine sulfate be ginseng
Than, the quantum yield of measurement nitrogen, sulfur doping fluorescent carbon point, its calculation formula is: Φ=Φref×(Isam/Iref)×(Aref/
Asam)×(η2 sam/η2 ref), in formula, Φ and I are quantum yield and total emissive porwer, and A and η are optical density (OD) and refractive index, subscript
" ref " and " sam " is the respective value of reference material and known sample respectively.Test result is shown in Table 1.
The influence of 1 differential responses time of table and temperature to near-infrared fluorescent carbon dots average grain diameter and quantum yield
As shown in Table 1, reaction temperature is higher, and the reaction time is shorter, help to obtain the near-infrared fluorescent carbon dots of small particle,
And when temperature is 100 DEG C, and the reaction time is 12 hours, the fluorescence property of biomass near-infrared fluorescent carbon dots is preferable, is averaged
Partial size is 2.4nm, quantum yield 13.8%.
Biomass near-infrared fluorescent carbon dots in embodiment 3 are characterized, characterizing method is as follows:
TEM characterization: operating voltage is set as 200kV, 450000 times of amplification factor, 10 μ L near-infrared fluorescent carbon dots solutions are dripped
It is added on ultra-thin carbon-sprayed copper net, can be measured after copper mesh is then placed in a vacuum drying oven drying, gained TEM image uses
Gatan Digital Micrograph software analysis processing, test result are as shown in Figure 1 and Figure 2.As shown in Figure 1, biomass is close
IR fluorescence carbon dots have good dispersibility and homogeneity.High-resolution-ration transmission electric-lens (HR-TEM) image shows a lattice
Spacing is 0.24nm (such as Fig. 1 illustration), consistent with (100) diffraction surfaces of graphite diffraction, illustrates its degree of graphitization and crystallization
It spends higher.As shown in Figure 2, the partial size of the biomass near-infrared fluorescent carbon dots of preparation is smaller, diameter range 2.0-3.5nm it
Between, average grain diameter 2.4nm.
XPS characterization result as seen in figures 3-6, by Fig. 3-6 it is found that the main member of prepared biomass near-infrared fluorescent carbon dots
Element is C, O, N, and the carbon on biomass near-infrared fluorescent carbon dots surface has primarily formed C=O/C=N, C-O and C-C/C=C
Key；Nitrogen is mainly present in near-infrared fluorescent carbon dots surface in the form of N-H and C-N/N-N；And oxygen element mainly with C=O and
C-O form is present in biomass near-infrared fluorescent carbon dots surface.
Fig. 7 is the FT-IT spectrum of biomass near-infrared fluorescent carbon dots, and test sample is the preparation method is as follows: by sample 60
DEG C vacuum drying 8h, sample after taking 1~2mg dry with the pure KBr of 200mg is finely ground is uniformly mixed, be placed in dedicated mold and press
Flakiness can be used to FTIR measurement.As shown in Figure 7, in 3433cm-1、2978cm-1、1629cm-1、1398cm-1、1065cm-1
The peak at place is belonging respectively to-O-H/N-H, C-H, C=O/C=C, C-N/N-H, C-O, illustrates the biomass near-infrared fluorescent carbon of synthesis
There are carboxyl and hydroxyl, these functional hydrophilic functional groups impart the excellent water of the biomass near-infrared fluorescent carbon dots on point surface
Dissolubility.It can be seen that FTIR is consistent with XPS characterization result.
Fig. 8 and Fig. 9 is the uv-visible absorption spectra, fluorescence excitation spectrum and fluorescence of biomass near-infrared fluorescent carbon dots
Emission spectrum.As shown in Figure 8, the UV spectrum of biomass near-infrared fluorescent carbon dots has a characteristic peak at 334nm, belongs to
Aromatic ring sp2The n- π * transition in domain.Under ultraviolet light (λ=365nm) irradiation, biomass near-infrared fluorescent carbon dots solution issues strong
Red fluorescence.Maximum emission wavelength is measured by Fluorescence Spectrometer, and crack is set as 10nm.As shown in Figure 9, the fluorescent carbon point
The maximum excitation peak of solution is located at 420nm, and maximum emission peak is located at 678nm.
Figure 10 is the fluorescence decay curve figure of biomass near-infrared fluorescent carbon dots, the mean fluorecence service life<τ>of fluorescent carbon point
Calculation formula are as follows:<τ>=(B1τ1+B2τ2+B3τ3)/(B1+B2+B3), wherein BiFor the content of every kind of fluorescent material, τiIt is every kind
The time resolution period of decay of fluorescent material.It is computed, the mean fluorecence service life of the biomass near-infrared fluorescent carbon dots is 5.76
Nanosecond.
Claims (5)
1. a kind of preparation method of biomass near-infrared fluorescent carbon dots, which is characterized in that method includes the following steps:
A. sweet osmanthus seed peel, dehydrated alcohol are added in round-bottomed flask according to solid-to-liquid ratio 1:2 (g/mL), are sealed after mixing,
It under nitrogen protection device, is stirred to react at 80 DEG C -120 DEG C 11-13 hours, passes through membrane filtration after being cooled to room temperature；Filtrate
It takes 30mL to be placed in a beaker, the H of 2mL 0.2mg/mL is added2N-PEG-NH2Ethanol solution mixes well, and room temperature dark place is quiet
It sets for 24 hours, adds 4mL 0.1mol/L Na2CO3Solution mixes well, and room temperature dark place is stood for 24 hours, and resulting upper solution is again
Pass through membrane filtration；
B. the filtrate separated in step a is dialysed with dialysis membrane and purifies, under vacuum conditions rotate product after purification
Evaporation, it is dry for 24 hours to get arriving the near-infrared luminous fluorescent carbon point of biomass at 65 DEG C.
2. the preparation method of biomass near-infrared fluorescent carbon dots as described in claim 1, which is characterized in that described in step a
Sweet osmanthus seed peel is fresh, unabroken sweet osmanthus seed peel, cleaned, dry, and is cut into 2 × 1 millimeters of sheet size.
3. the preparation method of biomass near-infrared fluorescent carbon dots as described in claim 1, which is characterized in that described in step a
Organic filter membrane that filter membrane is 0.22 μm.
4. the preparation method of biomass near-infrared fluorescent carbon dots as described in claim 1, which is characterized in that described in step b
Dialysis membrane be 1000MWCO dialysis membrane, the molecular cut off of dialysis membrane is 500~2000Da, and dialysis time is 30~60 small
When.
5. the preparation method of biomass near-infrared fluorescent carbon dots as described in claim 1, which is characterized in that this method preparation
Biomass near-infrared fluorescent carbon dots, partial size are 2.0~2.7 nanometers, quantum yield 9.6-13.8%, and the mean fluorecence service life is
5.76 nanosecond.
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| CN114304249A (en) * | 2021-12-13 | 2022-04-12 | 大连工业大学 | Preparation of onion-source bacteriostatic carbon dots and application of onion-source bacteriostatic carbon dots in aquatic product preservation |
| CN114560458A (en) * | 2022-04-13 | 2022-05-31 | 安徽大学 | Carbon dots based on shell biomass, preparation and application thereof in mechanical enhancement of polymer |
| CN115475174A (en) * | 2022-07-28 | 2022-12-16 | 贺州学院 | Preparation method of visual pH controlled-release drug-carrying system with good biocompatibility |
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| CN115475174A (en) * | 2022-07-28 | 2022-12-16 | 贺州学院 | Preparation method of visual pH controlled-release drug-carrying system with good biocompatibility |
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