CN107033887B - A kind of preparation method of the carbon quantum dot with the transmitting of visible region multicolor fluorescence - Google Patents
A kind of preparation method of the carbon quantum dot with the transmitting of visible region multicolor fluorescence Download PDFInfo
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- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 title claims abstract description 70
- 238000002360 preparation method Methods 0.000 title claims abstract description 27
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 17
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 150000001413 amino acids Chemical class 0.000 claims abstract description 13
- 239000005081 chemiluminescent agent Substances 0.000 claims abstract description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 7
- 239000011541 reaction mixture Substances 0.000 claims abstract description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 22
- 229910052697 platinum Inorganic materials 0.000 claims description 11
- HWYHZTIRURJOHG-UHFFFAOYSA-N luminol Chemical compound O=C1NNC(=O)C2=C1C(N)=CC=C2 HWYHZTIRURJOHG-UHFFFAOYSA-N 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 7
- KNJDBYZZKAZQNG-UHFFFAOYSA-N lucigenin Chemical compound [O-][N+]([O-])=O.[O-][N+]([O-])=O.C12=CC=CC=C2[N+](C)=C(C=CC=C2)C2=C1C1=C(C=CC=C2)C2=[N+](C)C2=CC=CC=C12 KNJDBYZZKAZQNG-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 abstract description 15
- 238000003756 stirring Methods 0.000 abstract description 8
- 238000011953 bioanalysis Methods 0.000 abstract description 2
- 239000003575 carbonaceous material Substances 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 239000000523 sample Substances 0.000 abstract description 2
- 230000001953 sensory effect Effects 0.000 abstract description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229940024606 amino acid Drugs 0.000 description 9
- 230000005518 electrochemistry Effects 0.000 description 8
- 238000012512 characterization method Methods 0.000 description 7
- 238000005516 engineering process Methods 0.000 description 7
- 238000009826 distribution Methods 0.000 description 6
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- PLXMOAALOJOTIY-FPTXNFDTSA-N Aesculin Natural products OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1Oc2cc3C=CC(=O)Oc3cc2O PLXMOAALOJOTIY-FPTXNFDTSA-N 0.000 description 4
- 238000000502 dialysis Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- 238000009777 vacuum freeze-drying Methods 0.000 description 4
- 238000002189 fluorescence spectrum Methods 0.000 description 3
- QDGAVODICPCDMU-UHFFFAOYSA-N 2-amino-3-[3-[bis(2-chloroethyl)amino]phenyl]propanoic acid Chemical compound OC(=O)C(N)CC1=CC=CC(N(CCCl)CCCl)=C1 QDGAVODICPCDMU-UHFFFAOYSA-N 0.000 description 2
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000001027 hydrothermal synthesis Methods 0.000 description 2
- 238000004020 luminiscence type Methods 0.000 description 2
- 239000002086 nanomaterial Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000002096 quantum dot Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 1
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000090 biomarker Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002848 electrochemical method Methods 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 239000002608 ionic liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000007144 microwave assisted synthesis reaction Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
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- 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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- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/01—Particle morphology depicted by an image
- C01P2004/04—Particle morphology depicted by an image obtained by TEM, STEM, STM or AFM
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/60—Particles characterised by their size
- C01P2004/64—Nanometer sized, i.e. from 1-100 nanometer
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2006/00—Physical properties of inorganic compounds
- C01P2006/60—Optical properties, e.g. expressed in CIELAB-values
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Abstract
The present invention discloses a kind of preparation method of carbon quantum dot with the transmitting of visible region multicolor fluorescence, belongs to carbon material technical field.This method comprises the following steps: using amino acid, chemiluminescent agent as carbon source, the pH of reacting solution being adjusted to alkalinity, is inserted into working electrode, stirring applies voltage, and reaction obtains reaction mixture;Reaction mixture is collected, will salt out, obtain carbon quantum dot solution;Carbon quantum dot solution is dried in vacuo, the carbon quantum dot with the transmitting of visible region multicolor fluorescence is obtained.The method of the invention has the characteristics that flexible operation, easy to control and last handling process are simple;Carbon source is cheap, simple and easy to get, and mass production is facilitated to prepare carbon quantum dot.Carbon quantum dot of the invention shows blue, green, red multicolor luminous property, has widened carbon quantum dot in the application of multicolor fluorescence sensory field.Fluorescence probe splendid as biocompatibility simultaneously provides possibility to expand carbon quantum dot in the application of field of bioanalysis.
Description
Technical field
The invention belongs to carbon material technical fields, and in particular to a kind of carbon quantum with the transmitting of visible region multicolor fluorescence
The preparation method of point.
Background technique
Carbon quantum dot (Carbon quantum dots, CQDs) is as a kind of noticeable carbon nanomaterial, because of its tool
There are unique optical property and good biocompatibility, is shown in fields such as biomedicine, photoelectric device, energy and materials
Wide application prospect.Currently, hydro-thermal method, microwave method etc. are used about most of synthetic method of carbon quantum dot both at home and abroad, this
The carbon quantum dot that a little methods are prepared mainly emits blue-fluorescence, and there are also transmitting blue and green fluorescences, however, simultaneously
Document report with blue, green, red fluorescence transmitting carbon quantum dot preparation method is seldom, such as uses hydrothermal synthesis technology system
Its multicolor luminous red light intensity of standby carbon quantum dot is very weak (Carbon, 2016,96,166).And use microwave-assisted synthesis
The multicolor luminous carbon quantum dot of (Adv.Mater.2015,27,7782) preparation, needs using toxic volatile presoma, harshness
Reaction condition or complicated and time consumption subsequent processing.Since electrochemistry formated technology has many advantages, such as mild condition, easy to operate,
It has been employed successfully in the preparation of various nano materials.It is also seldom using the carbon quantum dot report of technology preparation at present, for example, with
CH3CN is as carbon source, with expensive ionic liquid (BMIMPF6) it is used as medium, electrolytic preparation only has the carbon of blue, green emitting
Quantum dot (Nanoscale, 2016,8,5470).In order to seek a kind of cheap, the mild preparation side of multicolor luminous carbon quantum dot
Method, we have developed it is a kind of based on electrochemistry formated technology combine new presoma develop a kind of mild synthetic method of green, obtain
Obtained the carbon quantum dot with the transmitting of visible region multicolor fluorescence and controllable light intensity.The technology cures carbon quantum dot in biology
The fields such as polychrome biomarker and bio-imaging have great importance and wide application prospect.
Summary of the invention
In order to overcome the disadvantages and deficiencies of the prior art, the purpose of the present invention is to provide one kind to have visible region polychrome
The preparation method of the carbon quantum dot of fluorescent emission.
The purpose of the present invention is to provide one kind by with novel mixing precursor, in conjunction with electrochemistry formated technology, to change
It learns luminescence reagent (including luminol and its derivative, different luminol and its derivative, lucigenin etc.), amino acid (including non-pole
Property side chain amino acid, unionized polar side chains) be carbon source come prepare with visible region multicolor fluorescence transmitting carbon amounts
Sub- point.
Another object of the present invention is to provide what is be prepared by above-mentioned preparation method to have visible region polychrome glimmering
Photoemissive carbon quantum dot.
The purpose of the invention is achieved by the following technical solution:
A kind of preparation method of the carbon quantum dot with the transmitting of visible region multicolor fluorescence, is electrochemistry constant potential method,
Include the following steps:
(1) using amino acid, chemiluminescent agent as carbon source, the pH of reacting solution is adjusted to alkalinity, working electrode is inserted into, stirs
It mixes, applies voltage, reaction obtains reaction mixture;
(2) reaction mixture is collected, will salt out, obtain carbon quantum dot solution;
(3) carbon quantum dot solution is dried in vacuo, obtains powdery solid, the powdery solid has visible region polychrome glimmering
Photoemissive carbon quantum dot.
The concentration of amino acid is 0.1~5mg/mL in reacting solution described in step (1);Preferably 0.3~3mg/
mL。
The concentration of chemiluminescent agent is 0.1~5mg/mL in reacting solution described in step (1);Preferably 0.1~
3mg/mL;
The amino acid includes nonpolar side chains and unionized polar side chains;
Preferably, the amino acid is L-phenylalanine, L-Trp and tyrosine.
The chemiluminescent agent includes luminol and its derivative, different luminol and its derivative and lucigenin etc..
It is preferably that pH is adjusted to 9~14 that pH described in step (1), which is adjusted to alkalinity,;
Working electrode described in step (1) is preferably platinum plate electrode and to electrode gauze platinum electrode.
The working electrode is platinum plate electrode (3 × 3cm of large area2), it is the gauze platinum electrode (3 of large area to electrode
×3cm2)。
Voltage described in step (1) is 2~10 volts of voltages;Preferably 2~8 volts of voltages.
The time of reaction described in step (1) is 1~6 hour;Preferably 1~4 hour.
Reaction described in step (1) is to react under 30~70 DEG C of water bath conditions;Preferably 30~60 DEG C.
It will be salted out described in step (2) and use 3000Da dialysis membrane to dialyse in pure water preferably to remove remnants'
Salt.
Vacuum drying described in step (3) is preferably vacuum freeze drying.
A kind of carbon quantum dot with the transmitting of visible region multicolor fluorescence, is prepared by above-mentioned preparation method.The carbon
Quantum dot is the carbon quantum dot with blue, green, red multicolor fluorescence emission characteristics.
The method is the preparation of carbon source electrochemistry with blue, green, red more using amino acid, chemiluminescent agent in water solution system
The carbon quantum dot of the color characteristics of luminescence can obtain having blue, green, red multicolor luminous characteristic without complicated subsequent moditied processing
Carbon quantum dot.Therefore prepared carbon quantum dot can have great application value in field of fluorescence, have preferable application
Prospect.
The present invention compared with the existing technology, have following advantages and effects
(1) method of the present invention is carried out in water solution system, avoids the use of some toxic organic reagents, more
Add simple green.
(2) electrochemical method of the present invention prepares carbon quantum dot, has flexible operation, easy to control and last handling process
Simple feature.
(3) the method for the invention, carbon source be common chemical reagent amino acid and chemical illuminating reagent, it is cheap,
It is simple and easy to get, facilitate mass production to prepare carbon quantum dot.
(4) the method for the invention is in water-soluble system, using amino acid, chemical illuminating reagent as carbon source, using electrochemistry side
Method can regulate and control its fluorescence property by controlling the various concentration of carbon quantum dot, therefore can prepare according to actual needs with excellent
The carbon quantum dot of good fluorescence property.
(5) carbon quantum dot of the method for the invention synthesis shows blue, green, red multicolor luminous property, has widened carbon
Application of the quantum dot in multicolor fluorescence sensory field.Fluorescence probe splendid as biocompatibility simultaneously, to expand carbon quantum
Point provides possibility in the application of field of bioanalysis.
Detailed description of the invention
Fig. 1 is the electrochemistry preparation flow schematic diagram for the carbon quantum dot that there is visible region multicolor fluorescence to emit.
Fig. 2 is the morphology characterization figure for the carbon quantum dot that there is visible region multicolor fluorescence to emit;Wherein, figure A0 is embodiment
The TEM figure of the carbon quantum dot of 1 preparation, figure A1 are the grain size distribution of the carbon quantum dot;Scheming B0 is carbon quantum prepared by embodiment 2
The TEM figure of point, figure B1 are the grain size distribution of the carbon quantum dot;Scheme the TEM figure that C0 is carbon quantum dot prepared by embodiment 3, figure
C1 is the grain size distribution of the carbon quantum dot.
Fig. 3 is the Fluorescence behaviour figure of the carbon quantum dot with the transmitting of visible region multicolor fluorescence prepared in embodiment 1.
Fig. 4 is the Fluorescence behaviour figure of the carbon quantum dot with the transmitting of visible region multicolor fluorescence prepared in embodiment 2.
Fig. 5 is the Fluorescence behaviour figure of the carbon quantum dot with the transmitting of visible region multicolor fluorescence prepared in embodiment 3.
Specific embodiment
Present invention will now be described in further detail with reference to the embodiments and the accompanying drawings, but embodiments of the present invention are unlimited
In this.
The electrochemistry preparation flow schematic diagram of carbon quantum dot with the transmitting of visible region multicolor fluorescence, as shown in Figure 1.
Embodiment 1
(1) prepare reaction solution: it is molten that the 100mL NaOH that pH is 9 is added in 0.3g L-phenylalanine, 0.01g lucigenin
In liquid, stir evenly stand-by.
(2) two pieces of platinum plate electrodes will be inserted into resulting solution as working electrode and to electrode, stirring applies voltage
10V, reacts 4h by 30 DEG C of bath temperature.
(3) after reaction solution is cooled to room temperature, by solution use 3000Da dialysis membrane dialyse in pure water 1 day it is residual to remove
Remaining salt.Obtained liquid up to pulverulent solids, that is, has visible region multicolor fluorescence hair after vacuum freeze drying
The carbon quantum dot penetrated, saves backup.The morphology characterization figure and size distribution of carbon quantum dot are shown in Fig. 2A 0 and Fig. 2A 1.
(4) the Fluorescence behaviour characterization of carbon quantum dot: fluorescence spectra: λem=480nm, λem=510nm, λem=620nm.
See Fig. 3.
Embodiment 2
(1) it prepares reaction solution: the 100mL NaOH solution that pH is 11 is added in 0.03g L- color base acid, 0.2g luminol
In, it stirs evenly stand-by.
(2) two pieces of platinum plate electrodes will be inserted into resulting solution as working electrode and to electrode, stirring applies voltage
4V, reacts 2h by 50 DEG C of bath temperature.
(3) after reaction solution is cooled to room temperature, by solution use 3000Da dialysis membrane dialyse in pure water 1 day it is residual to remove
Remaining salt.Obtained liquid up to pulverulent solids, that is, has visible region multicolor fluorescence hair after vacuum freeze drying
The carbon quantum dot penetrated, saves backup.The morphology characterization and particle size distribution figure of carbon quantum dot are shown in Fig. 2 B0 and Fig. 2 B1.
(4) the Fluorescence behaviour characterization of carbon quantum dot: fluorescence spectra: λem=485nm, λem=530nm, λem=620nm.
See Fig. 4.
Embodiment 3
(1) it prepares reaction solution: the 100mL NaOH solution that pH is 14 is added in 0.1g tyrosine, 0.3g different luminol
In, it stirs evenly stand-by.
(2) two pieces of platinum plate electrodes will be inserted into resulting solution as working electrode and to electrode, stirring applies voltage
2V, reacts 1h by 60 DEG C of bath temperature.
(3) after reaction solution is cooled to room temperature, by solution use 3000Da dialysis membrane dialyse in pure water 1 day it is residual to remove
Remaining salt.Obtained liquid up to pulverulent solids, that is, has visible region multicolor fluorescence hair after vacuum freeze drying
The carbon quantum dot penetrated, saves backup.The morphology characterization and particle size distribution figure of carbon quantum dot are shown in Fig. 2 C0 and Fig. 2 C1.
(4) the Fluorescence behaviour characterization of carbon quantum dot: fluorescence spectra: λem=485nm, λem=550nm, λem=620nm.
See Fig. 5.
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, other any changes, modifications, substitutions, combinations, simplifications made without departing from the spirit and principles of the present invention,
It should be equivalent substitute mode, be included within the scope of the present invention.
Claims (9)
1. a kind of preparation method of the carbon quantum dot with the transmitting of visible region multicolor fluorescence, it is characterised in that including walking as follows
It is rapid:
(1) using amino acid, chemiluminescent agent as carbon source, the pH of reacting solution is adjusted to alkalinity, is inserted into working electrode, is stirred,
Apply voltage, reaction obtains reaction mixture;
(2) reaction mixture is collected, will salt out, obtain carbon quantum dot solution;
(3) carbon quantum dot solution is dried in vacuo, obtains powdery solid, the powdery solid has visible region multicolor fluorescence hair
The carbon quantum dot penetrated;
Chemiluminescent agent described in step (1) includes luminol and its derivative, different luminol and its derivative and lucigenin.
2. the preparation method of the carbon quantum dot according to claim 1 with the transmitting of visible region multicolor fluorescence, feature
It is:
The concentration of amino acid is 0.1~5mg/mL in reacting solution described in step (1).
3. the preparation method of the carbon quantum dot according to claim 1 with the transmitting of visible region multicolor fluorescence, feature
It is:
The concentration of chemiluminescent agent is 0.1~5mg/mL in reacting solution described in step (1).
4. the preparation method of the carbon quantum dot according to claim 1 with the transmitting of visible region multicolor fluorescence, feature
It is:
Amino acid described in step (1) includes nonpolar side chains and unionized polar side chains.
5. the preparation method of the carbon quantum dot according to claim 1 with the transmitting of visible region multicolor fluorescence, feature
It is:
It is that pH is adjusted to 9~14 that pH described in step (1), which is adjusted to alkalinity,.
6. the preparation method of the carbon quantum dot according to claim 1 with the transmitting of visible region multicolor fluorescence, feature
It is:
Working electrode described in step (1) is for platinum plate electrode and to electrode gauze platinum electrode;
The working electrode is 3 × 3cm of large area2Platinum plate electrode is 3 × 3cm of large area to electrode2Gauze platinum electrode.
7. the preparation method of the carbon quantum dot according to claim 1 with the transmitting of visible region multicolor fluorescence, feature
It is:
Voltage described in step (1) is 2~10 volts of voltages.
8. the preparation method of the carbon quantum dot according to claim 1 with the transmitting of visible region multicolor fluorescence, feature
It is:
The time of reaction described in step (1) is 1~6 hour;
Reaction described in step (1) is to react under 30~70 DEG C of water bath conditions.
9. a kind of carbon quantum dot with the transmitting of visible region multicolor fluorescence, it is characterised in that pass through any one of claim 1~8
The preparation method is prepared.
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Full-colour carbon dots: from energy-efficient synthesis to concentration-dependent photoluminescence properties;Xun Meng;《Chemical Communications》;20170222;第53卷(第21期);全文 * |
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