CN108300464A - It is a kind of can preparation method and products thereof of N doping carbon quantum dots of antibacterial, application - Google Patents
It is a kind of can preparation method and products thereof of N doping carbon quantum dots of antibacterial, application Download PDFInfo
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- CN108300464A CN108300464A CN201810344948.7A CN201810344948A CN108300464A CN 108300464 A CN108300464 A CN 108300464A CN 201810344948 A CN201810344948 A CN 201810344948A CN 108300464 A CN108300464 A CN 108300464A
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- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 title claims abstract description 119
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 67
- 238000002360 preparation method Methods 0.000 title claims abstract description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 150000001413 amino acids Chemical class 0.000 claims abstract description 11
- 229960002152 chlorhexidine acetate Drugs 0.000 claims abstract description 11
- MCSINKKTEDDPNK-UHFFFAOYSA-N propyl propionate Chemical compound CCCOC(=O)CC MCSINKKTEDDPNK-UHFFFAOYSA-N 0.000 claims abstract description 11
- 238000001816 cooling Methods 0.000 claims abstract description 9
- 238000004108 freeze drying Methods 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 238000002156 mixing Methods 0.000 claims description 9
- -1 chlorhexidine acetates Chemical class 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- 238000005119 centrifugation Methods 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 4
- 229960003260 chlorhexidine Drugs 0.000 claims description 3
- 238000007710 freezing Methods 0.000 claims description 3
- 230000008014 freezing Effects 0.000 claims description 3
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 claims description 2
- 238000012545 processing Methods 0.000 claims description 2
- LPNITZFOZWXKMB-UHFFFAOYSA-N acetic acid;molecular chlorine Chemical compound ClCl.CC(O)=O LPNITZFOZWXKMB-UHFFFAOYSA-N 0.000 claims 1
- 239000000843 powder Substances 0.000 abstract description 16
- 238000001027 hydrothermal synthesis Methods 0.000 abstract description 9
- 239000008367 deionised water Substances 0.000 abstract description 7
- 229910021641 deionized water Inorganic materials 0.000 abstract description 7
- 241000894006 Bacteria Species 0.000 abstract description 5
- 230000000845 anti-microbial effect Effects 0.000 abstract description 5
- 241000588724 Escherichia coli Species 0.000 abstract description 4
- 239000003086 colorant Substances 0.000 abstract description 2
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 238000000799 fluorescence microscopy Methods 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 230000036632 reaction speed Effects 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 39
- 229910052799 carbon Inorganic materials 0.000 description 12
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 12
- 239000004810 polytetrafluoroethylene Substances 0.000 description 12
- 230000005284 excitation Effects 0.000 description 10
- 238000010521 absorption reaction Methods 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 235000001014 amino acid Nutrition 0.000 description 6
- 238000001291 vacuum drying Methods 0.000 description 6
- 238000009777 vacuum freeze-drying Methods 0.000 description 6
- 238000005303 weighing Methods 0.000 description 6
- 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 4
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 239000002086 nanomaterial Substances 0.000 description 4
- 239000002096 quantum dot Substances 0.000 description 4
- 230000004913 activation Effects 0.000 description 3
- 230000007812 deficiency Effects 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000006144 Dulbecco’s modified Eagle's medium Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 238000004113 cell culture Methods 0.000 description 2
- 239000006285 cell suspension Substances 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000001000 micrograph Methods 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 2
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 1
- 206010006187 Breast cancer Diseases 0.000 description 1
- 208000026310 Breast neoplasm Diseases 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000003013 cytotoxicity Effects 0.000 description 1
- 231100000135 cytotoxicity Toxicity 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 230000001079 digestive effect Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000012894 fetal calf serum Substances 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
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- 231100000956 nontoxicity Toxicity 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Classifications
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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
-
- 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
-
- 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
-
- 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
-
- 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
- G01N21/6486—Measuring fluorescence of biological material, e.g. DNA, RNA, cells
Abstract
The invention discloses it is a kind of can the N of antibacterial adulterate the preparation method and products thereof of carbon quantum dot, application comprising：Amino acid and chlorhexidine acetate are dissolved in deionized water, hydrothermal reaction kettle is placed at a certain temperature and is reacted, after product natural cooling to be synthesized, separation and purification, freeze-drying obtain the powder of N doping carbon quantum dots.The anti-microbial property that N adulterates carbon quantum dot is probed into using Escherichia coli.Compared with the preparation method of other carbon quantum dots, the present invention is easy to operate, is not necessarily to other surfaces passivator, and reaction speed is fast, and prepared carbon quantum dot has stronger fluorescence and good biocompatibility and anti-microbial property.The carbon quantum dot can realize the fluorescence imaging of more colors in cancer cell, have certain inhibiting effect to the growth of bacterium, have broad application prospects in following biological field and antibacterial field.
Description
Technical field
The invention belongs to fluorescence, antibacterial carbon nanomaterial technical fields, and in particular to it is a kind of can antibacterial N adulterate carbon quantum
Preparation method of point and products thereof, application.
Background technology
Carbon quantum dot is emerged rapidly in large numbersBamboo shoots after a spring rain as novel carbon nanomaterial erect image and is equally developed rapidly, as typical
Zero dimensional nanometer materials, relative to other carbon nanomaterials, organic coloring agent and semiconductor-quantum-point, with fabulous change
Stability and photostability, good biocompatibility and cell permeability, excellent water solubility are learned, is easy to surface modification, swashs
Send out wavelength dependency and hypotoxicity etc..Itself there is excellent physicochemical property to attract the research of more and more people
Interest.In a larger sense, carbon quantum dot, which refers to micro-shape, has close to quasi- ball-type generally with 10nm sizes below
The nano material of excellent fluorescence property.
The inside of carbon quantum dot is by sp2The carbon atom of hydridization forms, and outside is by sp3The carbon atom of hydridization forms, carbon amounts
There is son point good water solubility, which to be primarily due to its surface, a large amount of hydroxyl, carboxyl and epoxy-functional.In addition, carbon quantum
Point is readily synthesized, and raw material sources are extensively and cheap, therefore researcher more concentrates on it in cell marking, bio-imaging and medicine
The potential application of the biological fields such as object carrier.
Invention content
The purpose of this part is to summarize some aspects of the embodiment of the present invention and briefly introduce some preferably to implement
Example.It may do a little simplified or be omitted to avoid our department is made in this section and the description of the application and the title of the invention
Point, the purpose of abstract of description and denomination of invention it is fuzzy, and this simplification or omit and cannot be used for limiting the scope of the invention.
To overcome the shortcomings of the prior art about carbon quantum dot, it is proposed that the present invention.
Therefore, as one aspect of the present invention, the present invention overcomes the deficiencies in the prior art, and providing one kind can
The preparation method of the N doping carbon quantum dots of antibacterial.
In order to solve the above technical problems, the present invention provides following technical solutions：It is a kind of can antibacterial N adulterate carbon quantum dot
Preparation method comprising, mixing：Amino acid, chlorhexidine acetate are mixed with water；Reaction：Reaction is heated after mixing；Freezing：
By freeze-drying obtain can antibacterial N adulterate carbon quantum dot.
As it is of the present invention can antibacterial N adulterate carbon quantum dot preparation method a kind of preferred embodiment：The mixing,
Wherein, the mass ratio of the amino acid and the chlorhexidine acetate is 1：1, it is described to be mixed with water, for per 1g amino acid, 1g acetic acid
Chlorhexidine is mixed with 40~60mL water.
As it is of the present invention can antibacterial N adulterate carbon quantum dot preparation method a kind of preferred embodiment：The mixing,
Further include that 15~30min, the stirring, speed are stirred to react at 10~20 DEG C after mixing amino acid, chlorhexidine acetate with water
Degree is 600~800r/min.
As it is of the present invention can antibacterial N adulterate carbon quantum dot preparation method a kind of preferred embodiment：The reaction,
Temperature is 180~200 DEG C, and the time is 6~12h.
As it is of the present invention can antibacterial N adulterate carbon quantum dot preparation method a kind of preferred embodiment：The freezing
Dry, temperature is -60~-50 DEG C, and vacuum degree is 9~10Pa, and processing time is 20~28h.
As it is of the present invention can antibacterial N adulterate carbon quantum dot preparation method a kind of preferred embodiment：It further includes,
It is cooling：By the product cooling by the heating reaction；
Centrifugation：It is centrifuged after cooling；
Filtering：Filtered after centrifugation, be freeze-dried to obtain later can antibacterial N doping carbon quantum dots.
As it is of the present invention can antibacterial N adulterate carbon quantum dot preparation method a kind of preferred embodiment：The cooling,
Including being cooled to 15~30 DEG C, the filtering, including be filtered with micropore filter.
As it is of the present invention can antibacterial N adulterate carbon quantum dot preparation method a kind of preferred embodiment：The centrifugation,
It is included under conditions of 11000~13000rpm and centrifuges 8~10min.
As another aspect of the present invention, the present invention overcomes deficiency in the prior art, provides claim 1~8 times
N made from preparation method described in one adulterates carbon quantum dot.
In order to solve the above technical problems, the present invention provides the following technical solutions：Any preparation of claim 1~8
N made from method adulterates carbon quantum dot, wherein：The N adulterates carbon quantum dot, and average grain diameter is 4.5~7.5nm, interlamellar spacing
For 0.3~0.4nm.
As another aspect of the present invention, the present invention overcomes deficiency in the prior art, provides claim 1~9 times
The application of N doping carbon quantum dots described in one.
In order to solve the above technical problems, the present invention provides the following technical solutions：Any N doping of claim 1~9
The application of carbon quantum dot, wherein：The N doping carbon quantum dot can be applied to cell fluorescence label, antibacterial.
Beneficial effects of the present invention：
(1) present invention is carbon source using amino acid, any surface passivator need not be added, a step can prepare N and mix
Miscellaneous high fluorescent carbon quantum dot, simplifies experimentation, improves the efficiency of preparation process.
(2) carbon quantum dot yield prepared by the present invention is high, and size is small, and with good water-soluble, superior fluorescence
Weight has been established in the features such as performance and good biocompatibility, the application to following carbon quantum dot in the fields such as biology and agricultural
The theoretical foundation wanted.
(3) carbon quantum dot prepared by the present invention does not have toxicity to selected cell line.
(4) carbon quantum dot prepared by the present invention has excellent fluorescence property and anti-light Bleachability realization cell fluorescence mark
Application in terms of note.
(5) the carbon quantum dot antibacterial functions prepared by the present invention are fairly obvious, established to the research and application of the following antiseptic
Important theoretical foundation is determined.
Description of the drawings
In order to illustrate the technical solution of the embodiments of the present invention more clearly, required use in being described below to embodiment
Attached drawing be briefly described, it should be apparent that, drawings in the following description are only some embodiments of the invention, for this
For the those of ordinary skill of field, without having to pay creative labor, it can also be obtained according to these attached drawings other
Attached drawing.Wherein：
Fig. 1 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot grain size distribution.
Fig. 2 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot XRD spectrum figure.
Fig. 3 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot excitation and transmitting spectrogram.
Fig. 4 is the launching light spectrogram that can be under the carbon quantum dot difference excitation wavelength of antibacterial N doping of the embodiment of the present invention 1.
Fig. 5 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot ultraviolet-visible spectrum analysis chart.
Fig. 6 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot infrared spectrogram.
Fig. 7 be the embodiment of the present invention 1 can the carbon quantum dot of antibacterial N doping be copolymerized with the laser after MCF-7 cell culture
Focusing microscope image.
Fig. 8 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot clump count figure.
Fig. 9 be the embodiment of the present invention 5 can antibacterial N doping carbon quantum dot clump count figure.
Figure 10 be the embodiment of the present invention 6 can antibacterial N doping carbon quantum dot clump count figure.
Specific implementation mode
In order to make the foregoing objectives, features and advantages of the present invention clearer and more comprehensible, with reference to specific embodiment pair
The specific implementation mode of the present invention is described in detail.
Many details are elaborated in the following description to facilitate a thorough understanding of the present invention, still the present invention can be with
Implemented different from other manner described here using other, those skilled in the art can be without prejudice to intension of the present invention
In the case of do similar popularization, therefore the present invention is not limited by following public specific embodiment.
Secondly, " one embodiment " or " embodiment " referred to herein refers to that may be included at least one realization side of the present invention
A particular feature, structure, or characteristic in formula." in one embodiment " that different places occur in the present specification not refers both to
The same embodiment, nor the individual or selective embodiment mutually exclusive with other embodiment.
Embodiment 1：
Can antibacterial N doping carbon quantum dot preparation：
Step 1, the tryptophan and 1.0g chlorhexidine acetate powder for weighing 1.0g respectively are placed in the clean beaker of 50mL, are added
The deionized water for entering 30mL stirs 20min under conditions of 15 DEG C with 800rpm.
Step 2, it transfers the solution into polytetrafluoroethylene (PTFE) hydrothermal reaction kettle, is placed in vacuum drying chamber, it is permanent at 200 DEG C
Temperature heating 12h.
Step 3, after reaction, product to be synthesized naturally cools to 20 DEG C.
Step 4, obtained light yellow-green solution is placed in a centrifuge and 10min is centrifuged with the rotating speed of 13000r/min, connect
It and obtains clear carbon quantum dot solution after being filtered with 0.22 μm of micropore filter.
Step 5, it is -55 DEG C that will obtain clear carbon quantum dot solution by vacuum freeze drying wherein temperature, and the time is
For 24 hours, vacuum degree is the fluorescent carbon quantum dot powder that 9.6Pa obtains N doping.
Fig. 1 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot grain size distribution；Show that N is adulterated in figure
Carbon quantum dot average grain diameter be 5.5nm.
Fig. 2 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot XRD spectrum figure；N doping is shown in figure
2 θ of carbon quantum dot is characteristic absorption peak occur at 27.84 °, and interlamellar spacing is about 0.34nm, has good crystal structure.
Fig. 3 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot excitation and transmitting spectrogram；It is shown in figure
It is 355nm and 454nm to go out the maximum excitation of the carbon quantum dot of N doping and launch wavelength.
Fig. 4 is the launching light spectrogram that can be under the carbon quantum dot difference excitation wavelength of antibacterial N doping of the embodiment of the present invention 1；
Show that the carbon quantum dot of N doping possesses excitation wavelength dependence.
Fig. 5 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot ultraviolet-visible spectrum analysis chart；It is shown in figure
Strong absorption peak there are one showing the carbon quantum dot of N doping 220nm at, this is because caused by π-π * electron transitions, meanwhile,
Also there are one wide absorption peaks at 280nm in figure, caused by this is primarily due to n- π * electron transitions.
Fig. 6 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot infrared spectrogram；It is shown in figure
3420cm-1There is the stretching vibration of O-H or N-H in place, this may be the characteristic absorption peak of hydroxyl or amino on the surfaces N-CQDs.
Moreover, N-CQDs is in 1600cm-1It is the bending vibration of N-H, 1670cm that absorption peak is corresponding-1Absorption peak is likely to be C=C and C
The stretching vibration of=O, and 1410cm-1And 1600cm-1Absorption peak is attributed to symmetrically and asymmetrically stretching for carboxylate anion respectively
Contracting vibration, illustrates to be connected with a large amount of carboxylic acid group on the surfaces N-CQDs, and in 500-900cm-1Absorption peak is that the bending of C-H is shaken
It is dynamic.
Fig. 7 be the embodiment of the present invention 1 can the carbon quantum dot of antibacterial N doping be copolymerized with the laser after MCF-7 cell culture
Focusing microscope image.It can be seen from the figure that excitation wavelength, in 405nm, cell is displayed in blue fluorescence, excitation wavelength exists
When 488nm, cell shows green fluorescence, and for excitation wavelength in 543nm, cell is displayed in red fluorescence, shows that carbon quantum dot has
Multicolor luminous performance.
Fig. 8 be the embodiment of the present invention 1 can antibacterial N doping carbon quantum dot clump count figure.It can be seen from the figure that N
The carbon quantum dot of doping can inhibit the growth of bacterium, and the higher anti-microbial property of concentration is better, and it is anti-to show that carbon quantum dot has
Bacterium performance.
Embodiment 2：
Can antibacterial N doping carbon quantum dot preparation：
Step 1, the tryptophan and 1.0g chlorhexidine acetate powder for weighing 1.0g respectively are placed in the clean beaker of 50mL, are added
The deionized water for entering 30mL stirs 20min under conditions of 15 DEG C with 800rpm.
Step 2, it transfers the solution into polytetrafluoroethylene (PTFE) hydrothermal reaction kettle, is placed in vacuum drying chamber, it is permanent at 200 DEG C
Temperature heating 10h.
Step 3, after reaction, product to be synthesized naturally cools to 20 DEG C.
Step 4, obtained light yellow-green solution is placed in a centrifuge and 10min is centrifuged with the rotating speed of 13000r/min, connect
It and obtains clear carbon quantum dot solution after being filtered with 0.22 μm of micropore filter.
Step 5, it is -55 DEG C that will obtain clear carbon quantum dot solution by vacuum freeze drying wherein temperature, and the time is
For 24 hours, vacuum degree is the fluorescent carbon quantum dot powder that 9.6Pa obtains N doping.
To it is obtained can the fluorescent carbon quantum dot powder of antibacterial N doping carry out ingredient and Characteristics Detection obtains, it is obtained
Can antibacterial N doping carbon quantum dot favorable dispersibility, it is uniform, do not reunite；It is obtained can antibacterial N doping carbon quantum dot it is average
Grain size is 4.8nm；It is obtained can the interlamellar spacing of carbon quantum dot of antibacterial N doping be about 0.38nm, there is good crystal knot
Structure.
Embodiment 3：
Can antibacterial N doping carbon quantum dot preparation：
Step 1, the tryptophan and 1.0g chlorhexidine acetate powder for weighing 1.0g respectively are placed in the clean beaker of 50mL, are added
The deionized water for entering 30mL stirs 20min under conditions of 15 DEG C with 800rpm.
Step 2, it transfers the solution into polytetrafluoroethylene (PTFE) hydrothermal reaction kettle, is placed in vacuum drying chamber, it is permanent at 200 DEG C
Temperature heating 8h.
Step 3, after reaction, product to be synthesized naturally cools to 20 DEG C.
Step 4, obtained light yellow-green solution is placed in a centrifuge and 10min is centrifuged with the rotating speed of 13000r/min, connect
It and obtains clear carbon quantum dot solution after being filtered with 0.22 μm of micropore filter.
Step 5, it is -55 DEG C that will obtain clear carbon quantum dot solution by vacuum freeze drying wherein temperature, and the time is
For 24 hours, vacuum degree is the fluorescent carbon quantum dot powder that 9.6Pa obtains N doping.
To it is obtained can the fluorescent carbon quantum dot powder of antibacterial N doping carry out ingredient and Characteristics Detection obtains, it is obtained
Can antibacterial N doping carbon quantum dot favorable dispersibility, it is uniform, do not reunite；It is obtained can antibacterial N doping carbon quantum dot it is average
Grain size is 5.0nm；It is obtained can the interlamellar spacing of carbon quantum dot of antibacterial N doping be about 0.36nm, there is good crystal knot
Structure.
Embodiment 4：
Can antibacterial N doping carbon quantum dot preparation：
Step 1, the tryptophan and 1.0g chlorhexidine acetate powder for weighing 1.0g respectively are placed in the clean beaker of 50mL, are added
The deionized water for entering 30mL stirs 20min under conditions of 15 DEG C with 800rpm.
Step 2, it transfers the solution into polytetrafluoroethylene (PTFE) hydrothermal reaction kettle, is placed in vacuum drying chamber, it is permanent at 200 DEG C
Temperature heating 6h.
Step 3, after reaction, product to be synthesized naturally cools to 20 DEG C.
Step 4, obtained light yellow-green solution is placed in a centrifuge and 10min is centrifuged with the rotating speed of 13000r/min, connect
It and obtains clear carbon quantum dot solution after being filtered with 0.22 μm of micropore filter.
Step 5, it is -55 DEG C that will obtain clear carbon quantum dot solution by vacuum freeze drying wherein temperature, and the time is
For 24 hours, vacuum degree is the fluorescent carbon quantum dot powder that 9.6Pa obtains N doping.
To it is obtained can the fluorescent carbon quantum dot powder of antibacterial N doping carry out ingredient and Characteristics Detection obtains, it is obtained
Can antibacterial N doping carbon quantum dot favorable dispersibility, it is uniform, do not reunite；It is obtained can antibacterial N doping carbon quantum dot it is average
Grain size is 5.8nm；It is obtained can the interlamellar spacing of carbon quantum dot of antibacterial N doping be about 0.35nm, there is good crystal knot
Structure.
The influence of hydro-thermal method reaction time to carbon quantum dot fluorescence intensity at 180 DEG C of table 1
| Group | 6h | 8h | 10h | 12h |
| Fluorescence intensity | 450 | 530 | 580 | 620 |
The optimum reacting time of hydro-thermal method synthesis fluorescent carbon quantum dot is 12h at 200 DEG C as known from Table 1.
Embodiment 5：
Can antibacterial N doping carbon quantum dot preparation：
Step 1, the lysine and 1.0g chlorhexidine acetate powder for weighing 1.0g respectively are placed in the clean beaker of 50mL, are added
The deionized water for entering 30mL stirs 20min under conditions of 15 DEG C with 800rpm.
Step 2, it transfers the solution into polytetrafluoroethylene (PTFE) hydrothermal reaction kettle, is placed in vacuum drying chamber, it is permanent at 200 DEG C
Temperature heating 12h.
Step 3, after reaction, product to be synthesized naturally cools to 20 DEG C.
Step 4, obtained light yellow-green solution is placed in a centrifuge and 10min is centrifuged with the rotating speed of 13000r/min, connect
It and obtains clear carbon quantum dot solution after being filtered with 0.22 μm of micropore filter.
Step 5, it is -55 DEG C that will obtain clear carbon quantum dot solution by vacuum freeze drying wherein temperature, and the time is
For 24 hours, vacuum degree is the fluorescent carbon quantum dot powder that 9.6Pa obtains N doping.
Fig. 9 be the embodiment of the present invention 5 can antibacterial N doping carbon quantum dot clump count figure.It can be seen from the figure that N
The carbon quantum dot of doping can inhibit the growth of bacterium, show that carbon quantum dot has anti-microbial property.
Embodiment 6：
Can antibacterial N doping carbon quantum dot preparation：
Step 1, the glutamic acid and 1.0g chlorhexidine acetate powder for weighing 1.0g respectively are placed in the clean beaker of 50mL, are added
The deionized water for entering 30mL stirs 20min under conditions of 15 DEG C with 800rpm.
Step 2, it transfers the solution into polytetrafluoroethylene (PTFE) hydrothermal reaction kettle, is placed in vacuum drying chamber, it is permanent at 200 DEG C
Temperature heating 8h.
Step 3, after reaction, product to be synthesized naturally cools to 20 DEG C.
Step 4, obtained light yellow-green solution is placed in a centrifuge and 10min is centrifuged with the rotating speed of 13000r/min, connect
It and obtains clear carbon quantum dot solution after being filtered with 0.22 μm of micropore filter.
Step 5, it is -55 DEG C that will obtain clear carbon quantum dot solution by vacuum freeze drying wherein temperature, and the time is
For 24 hours, vacuum degree is the fluorescent carbon quantum dot powder that 9.6Pa obtains N doping.
Embodiment 7：
Embodiment 1 prepare can antibacterial N doped carbons quantum dot solution (2mg/mL) for marking MCF-7 cells, such as Fig. 7 institutes
Show, cellular morphology is good, it is seen that N doping carbon quantum dot does not have cytotoxicity, can be used for fluorescent marker living cells.Take out growth shape
The good human breast cancer cell line Bcap-37 cell of condition, opens culture bottle under alcolhol burner, discards original culture solution, and 2mL is added
PBS buffer solutions clean the surface 2 times of cell, after discarding PBS, be added 1mL tryptic digestive juice fully digest after, absorption
Suitable 10% fetal calf serum DMEM culture solutions terminate digestion, and gently piping and druming cell repeatedly makes it fall off from bottle wall, makes its shape
At uniform single cell suspension, the cell suspension of 1mL is drawn in Petri culture dishes, is placed in 37 DEG C of CO2It is inoculated in incubator
After 12h, original culture solution is discarded, the N-CQDs solution of the 2mg/mL prepared with DMEM culture solutions is added, in CO2In incubator
After standing 6h, original N-CQDs solution is discarded, after cleaning 3 times with PBS buffer solutions, suitable 5% paraformaldehyde is added
Solution, 4 DEG C refrigerator overnights fix after, using laser scanning co-focusing fluorescence microscope light field, 405nm, 488nm and
543nm excitations are lower to observe cell fluorescence state, and photographs to record.
Embodiment 8：
Embodiment 1 prepare can antibacterial N doped carbons quantum dot solution (0mg/mL, 0.5mg/mL, 1mg/mL, 2mg/mL) with
Escherichia coli after activation press 100：1 ratio shaken cultivation in 37 DEG C of constant incubators for 24 hours, is then diluted 105Times,
It takes the liquid 0.1mL after dilution to be coated onto solid culture primary surface, is put into 37 DEG C of constant incubators and is further cultured for for 24 hours, taking out observation
Clump count.
Embodiment 9：
Embodiment 5 prepare can antibacterial N doped carbons quantum dot solution (0mg/mL, 0.5mg/mL, 1mg/mL, 2mg/mL) with
Escherichia coli after activation press 100：1 ratio shaken cultivation in 37 DEG C of constant incubators for 24 hours, is then diluted 105Times,
It takes the liquid 0.1mL after dilution to be coated onto solid culture primary surface, is put into 37 DEG C of constant incubators and is further cultured for for 24 hours, taking out observation
Clump count.
Embodiment 10：
Embodiment 6 prepare can antibacterial N doped carbons quantum dot solution (0mg/mL, 0.5mg/mL, 1mg/mL, 2mg/mL) with
Escherichia coli after activation press 100：1 ratio shaken cultivation in 37 DEG C of constant incubators for 24 hours, is then diluted 105Times,
It takes the liquid 0.1mL after dilution to be coated onto solid culture primary surface, is put into 37 DEG C of constant incubators and is further cultured for for 24 hours, taking out observation
Clump count.Figure 10 be the embodiment of the present invention 6 can antibacterial N doping carbon quantum dot clump count figure.It can be seen from the figure that N
The carbon quantum dot of doping can significantly inhibit the growth of bacterium, show that carbon quantum dot has notable anti-microbial property.
The present invention is carbon source using amino acid, and any surface passivator need not be added, and a step can prepare N doping
High fluorescent carbon quantum dot, simplifies experimentation, improves the efficiency of preparation process.Carbon quantum dot yield prepared by the present invention
Height, size is small, and has the characteristics that good water-soluble, superior fluorescence property and good biocompatibility, gives future
Carbon quantum dot established important theoretical foundation in the application of biology and the fields such as agricultural.Carbon quantum dot prepared by the present invention
There is no toxicity to selected cell line.Carbon quantum dot prepared by the present invention has excellent fluorescence property and anti-light Bleachability
Realize the application in terms of cell fluorescence label.Carbon quantum dot antibacterial functions prepared by the present invention are fairly obvious, to the following antibacterial
The research of agent has established important theoretical foundation with application.
It should be noted that the above examples are only used to illustrate the technical scheme of the present invention and are not limiting, although with reference to preferable
Embodiment describes the invention in detail, it will be understood by those of ordinary skill in the art that, it can be to the technology of the present invention
Scheme is modified or replaced equivalently, and without departing from the spirit of the technical scheme of the invention and range, should all be covered in this hair
In bright right.
Claims (10)
1. it is a kind of can antibacterial N doping carbon quantum dot preparation method, it is characterised in that：Including,
Mixing：Amino acid, chlorhexidine acetate are mixed with water；
Reaction：Reaction is heated after mixing；
Freezing：By freeze-drying obtain can antibacterial N adulterate carbon quantum dot.
2. preparation method as described in claim 1, it is characterised in that：The mixing, wherein the amino acid and the acetic acid
The mass ratio of Chlorhexidine is 1：1, it is described to be mixed with water, to be mixed with 40~60mL water per 1g amino acid, 1g chlorhexidine acetates.
3. preparation method as claimed in claim 1 or 2, it is characterised in that：The mixing further includes by amino acid, acetic acid chlorine
Oneself determines after being mixed with water, and 15~30min, the stirring are stirred to react at 10~20 DEG C, and speed is 600~800r/min.
4. preparation method as claimed in claim 1 or 2, it is characterised in that：The reaction, temperature are 180~200 DEG C, the time
For 6~12h.
5. preparation method as claimed in claim 1 or 2, it is characterised in that：The freeze-drying, temperature are -60~-50
DEG C, vacuum degree is 9~10Pa, and processing time is 20~28h.
6. preparation method as claimed in claim 1 or 2, it is characterised in that：Further include,
It is cooling：By the product cooling by the heating reaction；
Centrifugation：It is centrifuged after cooling；
Filtering：Filtered after centrifugation, be freeze-dried to obtain later can antibacterial N doping carbon quantum dots.
7. preparation method as claimed in claim 6, it is characterised in that：The cooling, including 15~30 DEG C are cooled to, it is described
Filtering, including be filtered with micropore filter.
8. preparation method as claimed in claims 6 or 7, it is characterised in that：The centrifugation, is included in 11000~13000rpm
Under conditions of centrifuge 8~10min.
9. N adulterates carbon quantum dot made from any preparation method of claim 1~8, it is characterised in that：The N doping
Carbon quantum dot, average grain diameter are 4.5~7.5nm, and interlamellar spacing is 0.3~0.4nm.
10. the application of any N doping carbon quantum dots of claim 1~9, it is characterised in that：The N adulterates carbon quantum dot
It can be applied to cell fluorescence label, antibacterial.
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