CN109179377A - A kind of preparation method of hydrophobic fluorescence carbon dots - Google Patents
A kind of preparation method of hydrophobic fluorescence carbon dots Download PDFInfo
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- CN109179377A CN109179377A CN201811124504.9A CN201811124504A CN109179377A CN 109179377 A CN109179377 A CN 109179377A CN 201811124504 A CN201811124504 A CN 201811124504A CN 109179377 A CN109179377 A CN 109179377A
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Abstract
The present invention relates to a kind of preparation methods of hydrophobic fluorescence carbon dots, comprising: and citric acid and cetylamine are dissolved in water and organic solvent mixed solution, stirred, is reacted, it is dry, it washes, filters, revolving.The hydrophobic fluorescence carbon dots that this method is prepared without " light blink " phenomenon, size is uniform, fluorescent stability is good and pH characteristic.
Description
Technical field
The invention belongs to the preparation field for the carbon dots that shine, in particular to a kind of preparation methods of hydrophobic fluorescence carbon dots.
Background technique
Aqueous CDSSynthetic method be generally divided into two major classes: the organic carbon method of " from bottom to top " and " from top to bottom "
Carbon source cracking process.Top-to-bottom method includes: arc discharge method, chemical oxidation, electrochemical process, mechanical crushing, ball milling;
" from bottom to top " it is the method changed from small to big, using small molecule or polymer as carbon source, is then passed through using specific chemical method
The aqueous CD of the chemical processes synthesis nano-scale such as carbonization and pyrolysisS, comprising: the oxidation of ashes or etch, doping method, microwave
Synthetic method, hydro-thermal method.
However, the method compared to various water-soluble carbon dots preparation is suggested, since synthesis is difficult, and in reality
Its hydrophobic fluorescence incompatible with water environment, and making people naturally think that its application is restricted is attributed in
The preparation method of carbon dots is rarely reported.Such as, one's early years Fu Wang et al. is that organic solvent solvent-thermal method is prepared using octadecylene
Hydrophobic fluorescence carbon dots.Later, it is glimmering to preparation hydrophobicity to have studied different organic solvents for the same method of Xu Donghua et al.
The influence of light carbon dots.But the hydrophobic fluorescence carbon dots emission peak that they prepare is single, only emits blue light, and does not study its pH spy
Property.
Summary of the invention
It is existing to overcome technical problem to be solved by the invention is to provide a kind of preparation method of hydrophobic fluorescence carbon dots
The preparation of hydrophobic fluorescence carbon dots is difficult in technology, and obtained hydrophobic fluorescence carbon dots apply restricted defect.
A kind of preparation method of hydrophobic fluorescence carbon dots of the invention, comprising:
Citric acid and cetylamine are dissolved in water and organic solvent mixed solution with mass ratio for 1:1-1:5, stirred, instead
It answers, it is dry, it washes, filters, revolving obtains hydrophobic fluorescence carbon dots.
The organic solvent is toluene.
The volume ratio of the water and organic solvent is 1:1-2:3.
The mixing time is 10-40min, and whipping temp is room temperature.
The reaction is to carry out in a high pressure reaction kettle.
The reaction temperature is 165 DEG C -195 DEG C, reaction time 4-7h.
The drying is vacuum drying.
A kind of hydrophobic fluorescence carbon dots of the preparation method preparation of hydrophobic fluorescence carbon dots of the invention.
A kind of application of the hydrophobic fluorescence carbon dots of the preparation method preparation of hydrophobic fluorescence carbon dots of the invention.Including with
In preparing fluorescent carbon point film, slow down polymer aging or immobilized artificial membrane contains.
Detection darkroom of the hydrophobic fluorescence carbon dots of the present invention in Fluorescence Spectrometer carries out fluorescence detection, launch wavelength range
300-700nm, excitation and transmite slit 2nm.
The present invention prepares hydrophobic fluorescence carbon dots using oil-water interface method, and using citric acid as carbon source, cetylamine is doping
Agent.
Beneficial effect
Oil-water interface method is used to prepare hydrophobic fluorescence carbon dots for the first time by the present invention, from preparation method, compared to forging
Burning method, obtained fluorescent carbon point have better dispersibility;From raw material angle, compared to using lauryl amine as dopant, with
Cetylamine is that fluorescent carbon point obtained by dopant is hydrophobicity, obtained OCDSWithout " light blink " phenomenon, size it is uniform,
Fluorescent stability is good and pH characteristic, the OCD prepared with the fluorescent carbon pointSThe fluorescence intensity of/poly acrylate composite emulsion is simultaneously
Do not weaken significantly, illustrates that the polymer will not make hydrophobic fluorescence carbon dots that fluorescent quenching occur.
Detailed description of the invention
Fig. 1 is process flow chart of the invention;
The OCD that Fig. 2 is prepared for (b) after present invention difference upon dissolution (a), magnetic agitation and after reactingS(c-d) appearance
With realistic picture;
Fig. 3 is condition of different pH in embodiment 1 to the OCD of preparationSThe influence diagram of fluorescence intensity;
Fig. 4 is the OCD being prepared under condition of different pH in embodiment 1SCorresponding most hyperfluorescence figure;
Fig. 5 is the OCD prepared in embodiment 2SUltraviolet and fluorogram;
Fig. 6 is the OCD prepared in embodiment 2STransmission electron microscope picture;
Fig. 7 is the OCD prepared in embodiment 2SResistance to ultraviolet light irradiation (a) and heatproof (b) fluorescent stability spectrogram;
Fig. 8 is the OCD prepared in embodiment 2SContact angle test figure;
Fig. 9 is the N doping OCD prepared in embodiment 3S/ polyester multiple emulsion (a, b) and its film (c, d) are respectively in day
Luminous situation under light lamp and ultraviolet lamp, wherein a, c are luminous situations under fluorescent light, and b, d are luminous situations in the UV lamp;
Figure 10 is polyester multiple emulsion (PMMA), N doping OCD in embodiment 3S(N-OCDS) and N doping OCDS/ poly-
Ester composite emulsion (N-OCDS@PMMA) fluorogram;
Figure 11 is to prepare OCD with oil-water interface method and calcination method in comparative example 1SUv atlas.
Specific embodiment
Present invention will be further explained below with reference to specific examples.It should be understood that these embodiments are merely to illustrate the present invention
Rather than it limits the scope of the invention.In addition, it should also be understood that, after reading the content taught by the present invention, those skilled in the art
Member can make various changes or modifications the present invention, and such equivalent forms equally fall within the application the appended claims and limited
Range.
Embodiment 1
Using citric acid and cetylamine as raw material, under room temperature, citric acid and cetylamine are added by the mass ratio of 1:3
In reaction kettle, be added 20mL water and 20mL toluene dissolution, respectively by mixed liquor pH value be adjusted to peracid, 1,3,5,7,9,11,13,
Aqueous slkali is crossed, magnetic agitation 15min, natural cooling after constant temperature 5h, is dried using vacuum oven at 180 DEG C,
Then water washing is added, filters, obtains solution, revolving obtains OCDSCarbon dots solid.PH value is analyzed to preparation OCDSInfluence.It is logical
(as shown in Figure 3 and Figure 4) can be obtained by crossing fluophotometer, when mixed liquor pH value is acid, the OCD for preparingSFluorescence intensity is remote
It is better than the OCD prepared when mixed liquor pH value is alkalinitySFluorescence intensity, when mixed liquor pH value is strong acidity, corresponding hair
Ejected wave length can also occur to change accordingly, and very big Red Shift Phenomena occurs, so changing pH value in reaction to preparation OCDSWith very
Strong influence.It therefore can be by changing pH value in reaction to OCDSIt is modified that fluorescence carries out selectivity.
Embodiment 2
Using citric acid and cetylamine as raw material, under room temperature, citric acid and cetylamine are added by the mass ratio of 1:4
In reaction kettle, 20mL water and the dissolution of 20mL toluene, magnetic agitation 25min, the natural cooling after constant temperature 4h at 190 DEG C, benefit is added
Water washing is added after being dried with vacuum oven, filters, obtains solution, revolving obtains OCDSCarbon dots solid.According to
Ultraviolet specrophotometer (as shown in Figure 5) can obtain prepared OCDSUV absorption have an apparent wave crest, illustrate it
Dispersion performance is excellent, can OCD prepared by handy oil-water interface method by transmission electron microscope (as shown in Figure 6)SSoilless sticking shows
As, appearance almost spherical, and particle diameter distribution is more uniform, average grain diameter is in 3.7nm.Pass through OCDSCarbon dots are in ultraviolet light irradiation
And under different temperatures place certain time fluorescent stability test known to (as shown in Figure 7), with irradiation time increase and
It places at different temperatures the regular hour, OCDSCarbon dots fluorescence intensity does not change substantially, it may be assumed that the carbon dots of this method preparation
Fluorescent stabilization, do not occur " to blink " substantially or " bleaching " phenomenon, also not influenced by ambient temperature.By OCDSCarbon dots solid is ground
It clays into power, measures its contact angle with glass slide tabletting, test OCDSHydrophobicity intensity.Pass through the analysis of surface contact angle
(as shown in Figure 8), OCDSContact angle be 144.2 degree, much larger than 90 degree, it was demonstrated that OCDSIt is hydrophobic, and there is very strong dredge
It is aqueous.
Embodiment 3
Using citric acid and cetylamine as raw material, under room temperature, citric acid and cetylamine are added by the mass ratio of 1:2
In reaction kettle, 20mL water and the dissolution of 20mL toluene, magnetic agitation 10min, the natural cooling after constant temperature 6h at 170 DEG C, benefit is added
Water washing is added after being dried with vacuum oven, filters, obtains solution, revolving obtains OCDSCarbon dots solid is spare.
Using emulsion polymerization in situ, at room temperature, it is added into the three-necked flask equipped with 10mL ethyl alcohol purified
OCDS0.05g is subsequently added into the methyl methacrylate (MMA) of 20mL and benzoyl peroxide (BPO) ultrasound of 0.05g
20min keeps mixture uniform.2h is first reacted under 65 DEG C of water bath condition causes pre-emulsification reaction, when being then cooled to 60 DEG C,
The remover (calcium stearate) that mass fraction is 2.0% is added into reaction flask, is stirred to react 30min, then proceedes to cool down, to
Filtering when temperature drops to room temperature, discharging.The lotion prepared in right amount is taken to pour into the glass pane surface with water and acetone cleaning, with four
Face film preparing device pushes lotion open brushing uniformly rapidly, forms one layer of uniform film in glass pane surface.Pass through fluorescent lamp
It can be obtained with the irradiation comparison diagram and fluophotometer (as shown in Figure 9 and Figure 10) of ultraviolet lamp, untreated polyacrylate dispersion
Almost without fluorescence, the fluorescence intensity and N doping OCD of the poly acrylate composite emulsion of hydrophobic fluorescence carbon dots are adulteratedSIt is glimmering
Luminous intensity is very close.Illustrate N doping OCDSIt can be used for preparing the fluorescent film of good luminescence property.Adulterate hydrophobic fluorescence carbon
The poly acrylate composite emulsion of point and its film of preparation are pure color under fluorescent light, show brilliant blue under ultraviolet light irradiation
Color (as shown in Figure 9).
Comparative example 1
Using citric acid and cetylamine as raw material, the hydrophobic fluorescence carbon dots (such as embodiment 2) prepared with oil-water interface method
UV absorption have an apparent wave crest, illustrate that its dispersibility in organic solvent will be got well;With calcination method with citric acid
It is added in nickel crucible for raw material by identical mass ratio with cetylamine, at the same temperature natural cooling after constant temperature same time,
The carbon dots powder containing hydrophobic fluorescence carbon particle and other impurity is obtained, (Shanghai Ling Feng chemical reagent is limited using toluene
Company) dissolution, filter, it is dry, then ethyl alcohol extraction method isolate and purify preparation hydrophobic fluorescence carbon dots ultraviolet absorption peak
It is unobvious, illustrate that its dispersibility is relatively poor (as shown in figure 11).
Comparative example 2
Fu Wang et al. using citric acid, cetylamine as raw material, 18 it is dilute be solvent, prepare hydrophobicity with solvent-thermal method
Fluorescent carbon point, the same method of Xu Donghua et al. have studied different organic solvents to the shadow for preparing hydrophobic fluorescence carbon dots
It rings.But the equal emission peak of hydrophobic fluorescence carbon dots that they prepare is single, only emits blue light, and do not study its pH characteristic.The present invention
PH value is had studied to preparation OCDSInfluence, acid system be conducive to OCDSPreparation, when mixed system pH value be strong acidity when,
Very big Red Shift Phenomena, green light (blue light: 440-485nm, green light 500-565nm) occur for corresponding launch wavelength.It therefore can
By changing pH value in reaction to OCDSIt is modified (as shown in Figure 3 and Figure 4) that fluorescence carries out selectivity.
Claims (7)
1. a kind of preparation method of hydrophobic fluorescence carbon dots, comprising:
Citric acid and cetylamine are dissolved in water and organic solvent mixed solution with mass ratio for 1:1-1:5, stirred, reaction,
It is dry, it washes, filters, revolving obtains hydrophobic fluorescence carbon dots.
2. preparation method according to claim 1, which is characterized in that the organic solvent is toluene.
3. preparation method according to claim 1, which is characterized in that the volume ratio of the water and organic solvent is 1:1-2:
3。
4. preparation method according to claim 1, which is characterized in that the mixing time is 10-40min, whipping temp
For room temperature.
5. preparation method according to claim 1, which is characterized in that the reaction temperature is 165 DEG C -195 DEG C, when reaction
Between be 4-7h.
6. a kind of hydrophobic fluorescence carbon dots of claim 1 the method preparation.
7. a kind of application of the hydrophobic fluorescence carbon dots of claim 1 the method preparation.
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Cited By (4)
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CN109678136A (en) * | 2019-01-30 | 2019-04-26 | 东华大学 | A kind of method that microemulsion method prepares monodisperse carbon dots |
CN110384953A (en) * | 2019-07-26 | 2019-10-29 | 山东大学 | A kind of carbon dots modification sponge oil absorption material and preparation method thereof |
CN112730330A (en) * | 2021-01-19 | 2021-04-30 | 中南大学 | Carbon point waveguide-based benzoyl peroxide gas sensor |
CN113861972A (en) * | 2021-10-20 | 2021-12-31 | 南京工业大学 | Preparation method of high-color-rendering carbon-based white light quantum dots |
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109678136A (en) * | 2019-01-30 | 2019-04-26 | 东华大学 | A kind of method that microemulsion method prepares monodisperse carbon dots |
CN110384953A (en) * | 2019-07-26 | 2019-10-29 | 山东大学 | A kind of carbon dots modification sponge oil absorption material and preparation method thereof |
CN112730330A (en) * | 2021-01-19 | 2021-04-30 | 中南大学 | Carbon point waveguide-based benzoyl peroxide gas sensor |
CN113861972A (en) * | 2021-10-20 | 2021-12-31 | 南京工业大学 | Preparation method of high-color-rendering carbon-based white light quantum dots |
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