CN107794035B - A kind of synthetic method of polysiloxane-modified carbon quantum dot - Google Patents
A kind of synthetic method of polysiloxane-modified carbon quantum dot Download PDFInfo
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- CN107794035B CN107794035B CN201711089630.0A CN201711089630A CN107794035B CN 107794035 B CN107794035 B CN 107794035B CN 201711089630 A CN201711089630 A CN 201711089630A CN 107794035 B CN107794035 B CN 107794035B
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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
- C09K11/02—Use of particular materials as binders, particle coatings or suspension media therefor
- C09K11/025—Use of particular materials as binders, particle coatings or suspension media therefor non-luminescent particle coatings or suspension media
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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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- 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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- 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
Abstract
The present invention provides a kind of synthetic method of polysiloxane-modified carbon quantum dot, comprising the following steps: 1) citric acid is added in deionized water, stirring dissolves it sufficiently；2) polysiloxane emulsion is added in citric acid solution, is stirred evenly, be subsequently placed in reaction 4h~12h in 120 DEG C~180 DEG C thermostatic drying chambers, obtain pale yellow solution；3) pale yellow solution is filtered, obtains light yellow clear shape filtrate, and diluted 100 times with deionized water to get polysiloxane-modified carbon quantum dot is arrived.The carbon quantum dot that the present invention synthesizes has many advantages, such as that synthesis material is cheap, easy to operate, fluorescence intensity is high, stability is good, good biocompatibility, pollution-free, nonhazardous effect, fluorescence probe, biomarker and imaging, in terms of have great potential using value.The fluorescence quantum yield for the carbon quantum dot that the present invention synthesizes may be up to 80% or more.
Description
Technical field
The invention belongs to nano luminescent material technical fields, and in particular to a kind of synthesis of polysiloxane-modified carbon quantum dot
Method.
Background technique
Carbon quantum dot is another novel nano-material after fullerene, carbon nanotube, graphene, and carbon quantum dot is
Refer to size in 10nm torispherical carbon nano-functional material below.Carbon quantum dot has good water solubility, superiorization
Inertia is learned, hypotoxicity is easy to functionalization, the unique characteristics of luminescence, good biocompatibility and the anti-light advantages such as Bleachability, because
This carbon quantum dot is expected to desirable fluorescent probe and life as a kind of alternative fluorescent organic dyes and conventional semiconductors quantum dot
Substance markers material especially has in the application of the medical domains such as cell marking and living body long-time dynamic and visual tracer imaging
Unique advantage.
The synthetic method of carbon quantum dot has very big influence to the fluorescence property of carbon quantum dot, the carbon typically directly prepared
The fluorescence color that quantum dot is emitted is relatively simple, and fluorescence quantum efficiency is lower, while the fluorescence intensity after the short time places
Significantly decay.Surface modification be improve carbon quantum dot fluorescence property effective way, using chemical method to carbon quantum dot into
The carboxyl on row surface modification, passivation agents and carbon quantum dot surface forms chemical bond, has repaired the defect on carbon quantum dot surface, increases
The strong fluorescence property of carbon quantum dot, while the number tune chosen different decorating molecule or control grafting molecules can also be passed through
Position and the intensity for controlling fluorescence emission peak, to widen carbon quantum dot application range.
Classes of compounds currently used for carbon quantum dot surface modification is relatively simple, especially organic polymer used
There are amino-terminated polyethylene glycol and polyethyleneimine, other class organic high molecular compounds are then seldom used to modification carbon quantum
The poorly water-soluble of point, this and high-molecular compound has substantial connection.
Accordingly, it is desirable to provide a kind of be directed to the insufficient improved technology scheme of the above-mentioned prior art.
Summary of the invention
The purpose of the present invention is overcome the above-mentioned fluorescence color ratio emitted in the prior art for the carbon quantum dot of preparation
More single, fluorescence quantum efficiency is lower, while fluorescence intensity significantly decays after the short time places, and is used for carbon quantum
The problems such as classes of compounds of point surface modification is relatively simple defect, proposes a kind of synthesis side of polysiloxane-modified carbon quantum dot
Method.The present invention effectively solves the problems, such as that macromolecular water-soluble is poor using the emulsion system that macromolecule and surfactant are formed, real
Its existing modification to carbon quantum dot surface, enriches the type of carbon quantum dot face finish material, widens modified carbon quantum dot each
The application range in a field.
Raw materials used cheap, the easy to operate, short preparation period of synthetic method of the invention, the carbon quantum dot tool of acquisition
There are high fluorescence intensity and stabilization, good biocompatibility, pollution-free, nonhazardous effect.
To achieve the goals above, the invention provides the following technical scheme:
A kind of synthetic method of polysiloxane-modified carbon quantum dot, the synthetic method the following steps are included:
1) it prepares citric acid solution: citric acid is add to deionized water, stirring to the citric acid is sufficiently dissolved into
In the deionized water；
2) polysiloxane emulsion is added in the citric acid solution into step 1), stirs evenly to obtain mixed liquor, so
The mixed liquor is placed in thermostatic drying chamber afterwards and carries out hydro-thermal reaction, obtains pale yellow solution；
3) pale yellow solution in step 2) is filtered, obtains light yellow clear shape filtrate, and use deionized water
The light yellow clear shape filtrate is diluted to get polysiloxane-modified carbon quantum dot solution is arrived.
Synthetic method as described above, it is preferable that in step 1), the citric acid of 2g is dissolved in the deionized water of 25ml
In.
Synthetic method as described above, it is preferable that in step 2), the polysiloxane emulsion for being 5~25mL by volume
It is added to the citric acid solution, stirs evenly to obtain mixed liquor, mixed liquor described in 30mL is taken to be placed in reaction kettle polytetrafluoroethylene (PTFE)
Hydro-thermal reaction is carried out in lining.Preferably, in step 2), the polysiloxane emulsion that volume is 12.5mL is added to the lemon
Lemon acid solution stirs evenly to obtain mixed liquor.
Synthetic method as described above, it is preferable that the polysiloxanes in the polysiloxane emulsion is poly- (N- β-ammonia second
Base-γ-aminopropyltriethoxy siloxanes-co- dimethyl siloxane)；The ammonia value of the polysiloxanes is 0.6mmol/g.
Synthetic method as described above, it is preferable that the solid content of the polysiloxane emulsion is 20%.
Synthetic method as described above, it is preferable that the molar ratio of amino in the citric acid and the polysiloxane solution
For (1: 3)~(1: 0.5).Preferably, which is 1: 1.5.
Synthetic method as described above, it is preferable that in step 2), the hydrothermal temperature is 120 DEG C~180 DEG C, instead
It is 4h~12h between seasonable.Preferably, the hydrothermal temperature is 180 DEG C, reaction time 8h.
Synthetic method as described above, it is preferable that in step 3), with deionized water to obtained light yellow after suction filtration
Bright shape filtrate extension rate is 10~1000 times.Preferably, light yellow clear shape obtained after suction filtration is filtered with deionized water
Liquid extension rate is 100 times.
Synthetic method as described above, it is preferable that the polysiloxanes of the synthetic method preparation is modified to carbon quantum dot,
The fluorescence quantum yield of carbon quantum dot may be up to 80% or more.
Synthetic method as described above, it is preferable that the polysiloxanes of the synthetic method preparation is modified to carbon quantum dot,
The partial size of carbon quantum dot is 2~3nm.
Compared with the immediate prior art, technical solution provided by the invention is had the following beneficial effects:
1, synthetic method provided by the invention has many advantages, such as that raw material is cheap, is simple to operate and friendly to environment, and only passes through a step
Hydro-thermal reaction can synthesize fluorescent carbon quantum dot at 120~180 DEG C.Gained carbon quantum dot is not required to also be not required to by post-processing
The carbon quantum dot for dispersing can be obtained high fluorescence activity again is carried out by extracting carbon quantum dot powder.
2, the polysiloxanes prepared using synthetic method of the invention is modified to carbon quantum dot, the fluorescence volume of carbon quantum dot
Sub- yield may be up to 80% or more.
3, the partial size for the fluorescent carbon quantum dot that the present invention obtains is 2~3nm.The characteristic absorption peak of carbon quantum dot is in 380nm；
In fluorescence excitation spectrum, the maximum excitation wavelength of fluorescent carbon quantum dot is the characteristic absorption in 380nm, with ultra-violet absorption spectrum
Peak is consistent；In the fluorescence emission spectrum obtained using 380nm as excitation wavelength, the maximum emission wavelength of fluorescent carbon quantum dot is
480nm。
4, the fluorescent carbon quantum dot that the present invention obtains is compared with the fluorescent carbon quantum dot that conventional method obtains, and fluorescence intensity is high
And stability is good, the application effect in fluorescence probe, fingerprint recognition, bio-imaging and cell marking field is more preferable.
Detailed description of the invention
Fig. 1 is poly- (N- β-aminoethyl-γ-used in polysiloxane-modified carbon quantum dot preparation process of the present invention
Aminopropyltriethoxy siloxanes-co- dimethyl siloxane) molecular structure；
Fig. 2 is the transmission electron microscope photo of polysiloxane-modified carbon quantum dot of the present invention；
Fig. 3 is ultraviolet-visible absorption spectroscopy, the fluorescence emission spectrum of polysiloxane-modified carbon quantum dot of the present invention
And fluorescence excitation spectrum；
Fig. 4 is the fluorescence that polysiloxane-modified carbon quantum dot of the present invention generates under the excitation of different excitation wavelengths
Emission spectrum.
Specific embodiment
The technical scheme in the embodiments of the invention will be clearly and completely described below, it is clear that described implementation
Example is only a part of the embodiments of the present invention, instead of all the embodiments.Based on the embodiments of the present invention, this field is general
Logical technical staff's every other embodiment obtained, shall fall within the protection scope of the present invention.
The present invention will be described in detail below with reference to the accompanying drawings and embodiments.It should be noted that in the feelings not conflicted
Under condition, the features in the embodiments and the embodiments of the present application be can be combined with each other.
Specific embodiments of the present invention provide a kind of synthetic method of polysiloxane-modified carbon quantum dot, and synthetic method includes
Following steps:
1) prepare citric acid solution: citric acid be add to deionized water, stirring be sufficiently dissolved into citric acid from
In sub- water；
2) polysiloxane emulsion is added in the citric acid solution into step 1), stirs evenly to obtain mixed liquor, then will
Mixed liquor, which is placed in thermostatic drying chamber, carries out hydro-thermal reaction, obtains pale yellow solution；
3) pale yellow solution in step 2) is filtered, obtains light yellow clear shape filtrate, and will be shallow with deionized water
Yellow transparent shape filtrate dilutes to arrive polysiloxane-modified carbon quantum dot solution.
Further preferably, in step 1), the citric acid of 2g is dissolved in the deionized water of 25ml.
Further preferably, in step 2), by volume be 5~25mL (such as 6ml, 7ml, 8ml, 9ml, 10ml, 11ml,
12ml, 14ml, 15ml, 16ml, 18ml, 20ml, 22ml, 24ml) polysiloxane emulsion be added to citric acid solution, stir
It is uniform to obtain mixed liquor, it takes 30mL mixed liquor to be placed in reaction kettle polytetrafluoroethyllining lining and carries out hydro-thermal reaction.
Further preferably, as shown in Figure 1, the polysiloxanes in polysiloxane emulsion is poly- (N- β-aminoethyl-γ-ammonia third
Methyl siloxane-co- dimethyl siloxane)；The ammonia value of the polysiloxanes is 0.6mmol/g.
Further preferably, the solid content of polysiloxane emulsion is 20%.
Further preferably, the molar ratio (the ratio between the amount that the molar ratio is substance) of citric acid and amino in polysiloxane solution
For (1: 3)~(1: 0.5), such as 1: 3,1: 2.5,1: 2.0,1: 1.5,1: 1,1: 0.8,1: 0.6.
Further preferably, in step 2), hydrothermal temperature be 120~180 DEG C (such as 125 DEG C, 135 DEG C, 145 DEG C,
155 DEG C, 160 DEG C, 165 DEG C, 170 DEG C, 175 DEG C), the reaction time is 4h~12h (such as 5h, 6h, 7h, 8h, 9h, 10h, 11h).
Further preferably, in step 3), with deionized water to light yellow clear shape filtrate obtained after suction filtration dilution times
Number is 10~1000 times of (such as 50 times, 100 times, 150 times, 200 times, 250 times, 300 times, 400 times, 500 times, 600 times, 800
Again, 900 times).
Embodiment 1
1) it prepares citric acid solution: 2g citric acid is added in 25ml deionized water, stirring is sufficiently dissolved to citric acid
Enter in deionized water；
2) polysiloxane emulsion that volume is 12.5mL is added in the citric acid solution into step 1), stirs 30min,
Mixed liquor is stirred evenly to obtain, then takes 30mL mixed liquor to be placed in thermostatic drying chamber and carries out hydro-thermal reaction, obtain pale yellow solution；Tool
Body are as follows: mixed liquor, which is placed in reaction kettle polytetrafluoroethyllining lining, carries out hydro-thermal reaction, the temperature that thermal response is set as 180 DEG C, if
Determining the reaction time is 8h.
3) pale yellow solution in step 2) is filtered, obtains light yellow clear shape filtrate, and will be shallow with deionized water
Yellow transparent shape filtrate dilutes 100 times to get polysiloxane-modified carbon quantum dot solution is arrived.
In order to further illustrate the present invention the advantages of, carries out polysiloxane-modified carbon quantum dot obtained in embodiment 1
Following analysis.
It is illustrated in figure 2 the transmission electron microscope photo of the 1 polysiloxane-modified carbon quantum dot of gained of the embodiment of the present invention, from Fig. 2
In it can be seen that gained carbon quantum dot good dispersion, reunites, partial size is about 2~3nm without apparent.
Fig. 3 is ultraviolet-visible absorption spectroscopy, the fluorescence emission spectrum of 1 gained polysiloxanes carbon quantum dot of the embodiment of the present invention
And fluorescence excitation spectrum, exist from the characteristic absorption peak that can see fluorescent carbon quantum dot in Fig. 3 in ultraviolet-visible absorption spectroscopy figure
380nm；In fluorescence excitation spectrum, the maximum excitation wavelength of fluorescent carbon quantum dot is the spy in 380nm, with ultra-violet absorption spectrum
It is consistent to levy absorption peak.In the fluorescence emission spectrum obtained using 380nm as excitation wavelength, the emission maximum wave of fluorescent carbon quantum dot
A length of 480nm.
In order to determine the maximum excitation wavelength of the carbon quantum dot, the light for testing different wave length excites the glimmering of lower carbon quantum dot
Optical emission spectroscopy, (curve in Fig. 4 in fluorescence emission spectrum is by the label successively indicated from top to bottom as can be seen from Figure 4
It is 1 to 10), when increasing to 430nm from 310nm from the wavelength of exciting light, the fluorescence intensity of carbon quantum dot transmitting first increases to be subtracted again
Small, when the wavelength of exciting light is 380nm, the fluorescence intensity of carbon quantum dot is most strong.But the exciting light of different wave length is corresponding
The position of fluorescence emission peak is essentially identical, illustrates that the fluorescent emission peak position of carbon quantum dot is not sent out with the change of excitation wavelength
Raw offset.The fluorescence emitting characteristics of this non-excitation wavelength dependence possessed by the resulting carbon quantum dot of the present invention are living in biology
The fields such as body imaging, cell marking have widely application.Furthermore using the sulfuric acid solution of quinine sulfate as reference substance (amount
Sub- yield is 82% for the fluorescence quantum yield that 54%), can calculate the resulting carbon quantum dot of the present invention.
In conclusion the present invention also has following advantageous effects:
1, synthetic method provided by the invention has many advantages, such as that raw material is cheap, is simple to operate and friendly to environment, and only passes through a step
Hydro-thermal reaction can synthesize fluorescent carbon quantum dot at 180 DEG C.Gained carbon quantum dot is not required to also be not required to by post-processing by mentioning
Taking carbon quantum dot powder to carry out dispersion again can be obtained the carbon quantum dot of high fluorescence activity.
2, the polysiloxanes prepared using synthetic method of the invention is modified to carbon quantum dot, the fluorescence volume of carbon quantum dot
Sub- yield may be up to 80% or more.
3, the partial size for the fluorescent carbon quantum dot that the present invention obtains is 2~3nm.The characteristic absorption peak of carbon quantum dot is in 380nm；
In fluorescence excitation spectrum, the maximum excitation wavelength of fluorescent carbon quantum dot is the characteristic absorption in 380nm, with ultra-violet absorption spectrum
Peak is consistent；In the fluorescence emission spectrum obtained using 380nm as excitation wavelength, the maximum emission wavelength of fluorescent carbon quantum dot is
480nm.The resulting carbon quantum dot of the present invention also has non-excitation wavelength dependence, and the displacement of emission peak is not with excitation wavelength
Change and deviates.
4, the fluorescent carbon quantum dot that the present invention obtains is compared with the fluorescent carbon quantum dot that conventional method obtains, and fluorescence intensity is high
And stability is good, the application effect in fluorescence probe, fingerprint recognition, bio-imaging and cell marking field is more preferable.
The foregoing is merely illustrative of the preferred embodiments of the present invention, is not intended to limit the invention, all in essence of the invention
Mind and principle within, any modification, equivalent replacement, improvement and so on, accompanying claims protection scope of the present invention it
It is interior.
Claims (7)
1. a kind of synthetic method of polysiloxane-modified carbon quantum dot, which is characterized in that the synthetic method the following steps are included:
1) it prepares citric acid solution: citric acid is add to deionized water, stirring to the citric acid is sufficiently dissolved into described
In deionized water；
2) polysiloxane emulsion is added in the citric acid solution into step 1), stirs evenly to obtain mixed liquor, then will
The mixed liquor, which is placed in thermostatic drying chamber, carries out hydro-thermal reaction, obtains pale yellow solution；
3) pale yellow solution in step 2 is filtered, obtains light yellow clear shape filtrate, and with deionized water by institute
The dilution of light yellow clear shape filtrate is stated to get polysiloxane-modified carbon quantum dot solution is arrived；
Polysiloxanes in the polysiloxane emulsion is poly- (N- β-aminoethyl-γ-aminopropyltriethoxy siloxanes-co- dimethyl
Siloxanes)；The ammonia value of the polysiloxanes is 0.6 mmol/g；
The molar ratio of amino is (1:3) ~ (1:0.5) in the citric acid and the polysiloxane solution；
The polysiloxanes of the synthetic method preparation is modified to carbon quantum dot, and the fluorescence quantum yield of carbon quantum dot may be up to 80
% or more.
2. synthetic method as described in claim 1, which is characterized in that in step 1), the citric acid of 2g is dissolved in 25ml
Deionized water in.
3. synthetic method as claimed in claim 1 or 2, which is characterized in that be the institute of 5 ~ 25 mL by volume in step 2
It states polysiloxane emulsion and is added to the citric acid solution, stir evenly to obtain mixed liquor, mixed liquor described in 30 mL is taken to be placed in reaction
Hydro-thermal reaction is carried out in kettle polytetrafluoroethyllining lining.
4. synthetic method as described in claim 1, which is characterized in that the solid content of the polysiloxane emulsion is 20%.
5. synthetic method as described in claim 1, which is characterized in that in step 2, the hydrothermal temperature be 120 ~
180 DEG C, the reaction time is the h of 4 h ~ 12.
6. synthetic method as described in claim 1, which is characterized in that in step 3), with deionized water to acquired after suction filtration
Light yellow clear shape filtrate extension rate be 10 ~ 1000 times.
7. synthetic method as described in claim 1, which is characterized in that the polysiloxanes of the synthetic method preparation is to carbon quantum
Point is modified, and the partial size of carbon quantum dot is 2 ~ 3 nm.
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| CN103421495A (en) * | 2012-05-23 | 2013-12-04 | 中国科学院理化技术研究所 | Organic functional luminescent carbon quantum dots, preparation method therefor and applications thereof |
| CN105092548A (en) * | 2015-07-14 | 2015-11-25 | 天津大学 | Method for detecting p-nitrophenol based on molecular imprinting ratio type fluorescent probe |
| CN105567226A (en) * | 2016-02-26 | 2016-05-11 | 中国科学院理化技术研究所 | Polysiloxane functionalized carbon dots and preparation method thereof, and application of polysiloxane functionalized carbon dots |
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| CN103421495A (en) * | 2012-05-23 | 2013-12-04 | 中国科学院理化技术研究所 | Organic functional luminescent carbon quantum dots, preparation method therefor and applications thereof |
| CN105092548A (en) * | 2015-07-14 | 2015-11-25 | 天津大学 | Method for detecting p-nitrophenol based on molecular imprinting ratio type fluorescent probe |
| CN105567226A (en) * | 2016-02-26 | 2016-05-11 | 中国科学院理化技术研究所 | Polysiloxane functionalized carbon dots and preparation method thereof, and application of polysiloxane functionalized carbon dots |
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