CN111518554A - Copper-doped carbon quantum dot with mimic enzyme property and preparation method and application thereof - Google Patents
Copper-doped carbon quantum dot with mimic enzyme property and preparation method and application thereof Download PDFInfo
- Publication number
- CN111518554A CN111518554A CN202010350764.9A CN202010350764A CN111518554A CN 111518554 A CN111518554 A CN 111518554A CN 202010350764 A CN202010350764 A CN 202010350764A CN 111518554 A CN111518554 A CN 111518554A
- Authority
- CN
- China
- Prior art keywords
- copper
- carbon quantum
- doped carbon
- phenol
- quantum dot
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Images
Classifications
-
- 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
- B82Y40/00—Manufacture or treatment of nanostructures
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/15—Nano-sized carbon materials
-
- 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
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
-
- 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
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
- G01N21/643—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" non-biological material
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Nanotechnology (AREA)
- Immunology (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Analytical Chemistry (AREA)
- Pathology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Manufacturing & Machinery (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
Abstract
The invention relates to the field of nano material catalytic sensing, and discloses a copper-doped carbon quantum dot with simulated enzyme property, a preparation method and application thereof, wherein the preparation method comprises the following steps: and mixing ascorbic acid, EDC, copper acetate and water, and carrying out hydrothermal reaction to obtain the copper-doped carbon quantum dot. The method solves the problems that the existing phenol detection method is complex, time-consuming and high in cost, and cannot realize on-site real-time detection.
Description
Technical Field
The invention relates to the field of nano material catalytic sensing, in particular to a copper-doped carbon quantum dot with simulated enzyme properties and a preparation method and application thereof.
Background
Nanomaterials have been the focus of research as mimetic enzymes, and scientists have been striving to use the simplest structures of compounds as mimetic enzymes. As a novel nano fluorescent material, the carbon quantum dots have excellent performance in the fields of fluorescence sensing, catalysis and the like. Importantly, the carbon quantum dot serving as the mimic enzyme can provide an indication signal for a catalytic process by virtue of the fluorescence property of the carbon quantum dot, so that the interference of an additional indicator is effectively avoided, and a new method is provided for the difficult problem that the signal is difficult to capture in the catalytic reaction process.
Phenol is an important raw material in the chemical industry for manufacturing petrochemical, pharmaceutical, plastic and pesticide materials, and is also an important pollutant in the environment and water, so it is crucial to accurately determine the concentration of phenol in water for both industrial and natural environments. At present, various methods such as a liquid chromatography method, a capillary electrophoresis method, a spectrophotometry method and the like are mainly used for detecting phenol. Although these techniques have high sensitivity and reproducibility, these methods are complex, time consuming and expensive to operate, and do not allow for on-site real-time detection.
Disclosure of Invention
The invention aims to provide a copper-doped carbon quantum dot with a mimic enzyme property, and a preparation method and application thereof, and solves the problems that the existing phenol detection method is complex, time-consuming and high in cost, and cannot realize field real-time detection.
In order to achieve the above object, the present invention provides a method for preparing a copper-doped carbon quantum dot having a mimic enzyme property, the method comprising: and mixing ascorbic acid, EDC, copper acetate and water, and carrying out hydrothermal reaction to obtain the copper-doped carbon quantum dot.
The invention also provides the copper-doped carbon quantum dot with the mimic enzyme property, and the copper-doped carbon quantum dot is prepared by the preparation method.
The invention also provides a method for measuring the concentration of phenol by using the copper-doped carbon quantum dot, which comprises the following steps:
(1) mixing phenol and a blank solution to be detected to obtain a solution to be detected; wherein the blank solution to be tested is carbonate buffer solution and H2O24-APP and copper-doped carbon quantum dots are mixed;
(2) respectively measuring the maximum fluorescence intensity of a blank solution to be measured and a solution to be measured;
(3) establishing a fluorescence emission spectrum curve equation by taking the ratio of the maximum fluorescence intensity of the solution to be detected to the maximum fluorescence intensity of the blank solution to be detected as a vertical coordinate and the concentration of phenol as a horizontal coordinate;
(4) the maximum fluorescence intensity of the phenol is measured, and then the concentration of the phenol is calculated according to a fluorescence emission spectrum curve equation.
According to the technical scheme, the invention provides a method for preparing copper-doped carbon quantum dots by a one-pot hydrothermal carbonization method, which is characterized in that in a closed high-temperature high-pressure reaction kettle, secondary distilled water is used as a reaction solvent, ascorbic acid, EDC and copper acetate are added, and a closed high-temperature high-pressure chemical reaction environment is generated by heating to prepare the copper-doped carbon quantum dots. Effect of EDC during the reaction: (1) as a carbon source for synthesizing copper-doped carbon quantum dots; (2) as a chelating agent for copper acetate; ascorbic acid as a reducing agent; the copper acetate serves as a metal dopant to synthesize the copper-doped carbon quantum dots. The catalyst provided by the invention is different from the metal complex reported previously, the catalyst does not need to be dissolved by an organic solvent, and the synthesized catalyst has a bifunctional property, and can catalyze and indicate H2O2And 4-APP and phenol color reaction, and a new phenol double-parameter catalytic sensing method is constructed based on ultraviolet absorption of the product and fluorescence spectrum change of the copper-doped carbon quantum dots. By controlling the dosage and concentration of the raw materials and the reaction temperature and time, the invention prepares the copper-doped carbon quantum with uniform appearance, high fluorescence quantum yield, good dispersibility, low production cost, good reproducibility and controllability. The copper-doped carbon quantum dot prepared by the method is used as a mimic enzyme, has size advantages, strong quantum confinement and edge effects, and has excellent luminescence performance similar to quantum dots.
Additional features and advantages of the invention will be set forth in the detailed description which follows.
Drawings
The accompanying drawings, which are included to provide a further understanding of the invention and are incorporated in and constitute a part of this specification, illustrate embodiments of the invention and together with the description serve to explain the principles of the invention and not to limit the invention. In the drawings:
fig. 1 is (a) Transmission Electron Micrograph (TEM) and (B) size distribution histogram of the copper-doped carbon quantum dots prepared in example 1;
fig. 2 is a Fluorescence excitation dependence graph (Fluorescence) of the copper-doped carbon quantum dot prepared in example 1;
fig. 3 is a uv absorption graph (Absorbance) of the copper-doped carbon quantum dot prepared in example 1;
FIG. 4 is a graph comparing the catalytic reaction effects of copper-doped carbon quantum dots prepared at different reaction temperatures in examples 1-3;
FIG. 5 is a fluorescence emission spectrum for detecting phenol using the copper-doped carbon quantum dots prepared in example 1;
FIG. 6 is a linear graph of fluorescence intensity of phenol detected using the copper-doped carbon quantum dots prepared in example 1;
FIG. 7 is a UV absorption spectrum of phenol using the copper-doped carbon quantum dots prepared in example 1;
FIG. 8 is a linear graph of UV absorption intensity of phenol using the copper-doped carbon quantum dots prepared in example 1;
FIG. 9 is a schematic view showing the color development of a copper-doped carbon quantum dot detection phenol prepared in example 1;
FIG. 10 is a color development contrast diagram of copper-doped carbon quantum dot detection phenol and its isomers prepared in comparative example 1;
fig. 11 is a color development contrast diagram of selective detection of phenol by the copper-doped carbon quantum dots prepared in comparative example 2.
Detailed Description
The following describes in detail specific embodiments of the present invention. It should be understood that the detailed description and specific examples, while indicating the present invention, are given by way of illustration and explanation only, not limitation.
The endpoints of the ranges and any values disclosed herein are not limited to the precise range or value, and such ranges or values should be understood to encompass values close to those ranges or values. For ranges of values, between the endpoints of each of the ranges and the individual points, and between the individual points may be combined with each other to give one or more new ranges of values, and these ranges of values should be considered as specifically disclosed herein.
The invention provides a preparation method of a copper-doped carbon quantum dot with mimic enzyme property, which comprises the following steps: and mixing ascorbic acid, EDC, copper acetate and water, and carrying out hydrothermal reaction to obtain the copper-doped carbon quantum dot.
In a preferred embodiment of the present invention, the ascorbic acid is used in an amount of 0.03 to 0.05mol, the EDC is used in an amount of 2.5 to 2.7mol, and the copper acetate is used in an amount of 2.3 to 2.5mol, relative to 1L of water.
In a preferred embodiment of the present invention, the conditions of the hydrothermal reaction include: the temperature is 200 ℃ and 240 ℃; and/or for a period of 7-9 hours.
In a preferred embodiment of the invention, the mixing time is 20-40 min.
The invention also provides a copper-doped carbon quantum dot with mimic enzyme properties, which is prepared by the preparation method of any one of claims 1 to 4.
The invention also provides a method for measuring the concentration of phenol by using the copper-doped carbon quantum dot, which comprises the following steps:
(1) mixing phenol and a blank solution to be detected to obtain a solution to be detected; wherein the blank solution to be tested is carbonate buffer solution and H2O24-APP and copper-doped carbon quantum dots are mixed;
(2) respectively measuring the maximum fluorescence intensity of a blank solution to be measured and a solution to be measured;
(3) establishing a fluorescence emission spectrum curve equation by taking the ratio of the maximum fluorescence intensity of the solution to be detected to the maximum fluorescence intensity of the blank solution to be detected as a vertical coordinate and the concentration of phenol as a horizontal coordinate;
(4) the maximum fluorescence intensity of the phenol is measured, and then the concentration of the phenol is calculated according to a fluorescence emission spectrum curve equation.
The following examples are given to illustrate the present invention.
Example 1
Weighing 0.3g of copper acetate, dissolving in 25mL of secondary distilled water, performing ultrasonic dissolution, adding ascorbic acid, weighing 0.3g of EDC, stirring for 30 minutes to obtain a uniform mixed solution, wherein the concentration of 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDC) in the mixed solution is 0.065mol/L, the concentration of copper acetate is 0.06mol/L, and the concentration of ascorbic acid is 1.6 mol/L;
transferring the mixed solution into a 50mL stainless steel polytetrafluoroethylene high-temperature reaction kettle, carrying out hydrothermal reaction at 220 ℃ for 8h, taking out the reaction kettle, naturally cooling to room temperature, then, collecting a product by centrifugation, dialyzing for 5h by using a 1000Da dialysis bag, and storing in a refrigerator at 4 ℃ for later use, wherein a TEM image is shown in figure 1, and the TEM image shows that the copper-doped carbon quantum dots are uniformly dispersed in size, are close to spherical particles, have the average size within 3nm and are consistent with the size distribution characteristics of carbon nano materials. From the fluorescence excitation dependence graph (fig. 2) and the absorption spectrum graph (fig. 3) of the copper-doped carbon quantum dot, it can be seen that the prepared copper-doped carbon quantum dot is consistent with the previously reported characteristics of the carbon quantum dot.
Example 2
The procedure was as in example 1, except that the hydrothermal reaction conditions included: the temperature is 240 ℃ and the time is 8 h.
Example 3
The procedure was as in example 1, except that the hydrothermal reaction conditions included: the temperature is 200 ℃ and the time is 8 h. The prepared copper-doped carbon quantum dot is used for monitoring phenol, the temperature of the hydrothermal reaction of the copper-doped carbon quantum dot is selected as shown in figure 4, and the effect of the doped carbon quantum dot under the condition of 220 ℃ is best as shown in figure 4, so that 220 ℃ is selected as the optimal temperature.
Example 4
800uL of carbonate buffer solution (0.01mol/L, pH 10.0) was measured, and 400uL of the above purified copper-doped carbon quantum dot solution (the content of copper-doped carbon quantum dots was 7.2 × 10)-5g/L)、5mM 4-AAP(200μL)、0.5mM H2O2(200. mu.L) and 20uL of phenol solution with different concentrations are sequentially added into a 2mL centrifuge tube, the volume is determined, and the mixture is shaken and mixed evenly. Standing at 25 deg.C for 3min, and measuring fluorescence emission spectrum of the reaction solution as shown in FIG. 5;
buffer solution of carbonate, H2O2Mixing 4-APP and purified copper-doped carbon quantum dot solutions, fixing the volume to 2mL to obtain a blank solution to be detected, establishing a fluorescence emission spectrum curve equation by using the ratio of the maximum fluorescence intensity of the added phenol solutions with different concentrations to the maximum fluorescence intensity of the blank solution to be detected as a vertical coordinate and the concentration of phenol as a horizontal coordinate, and obtaining the fluorescence emission spectrum curve equation Y of-0.439 × 10-2[PA]+1.0018(Y represents the fluorescence intensity, [ PA ]]Representing the concentration of phenol) is shown in fig. 6.
Example 5
800uL of carbonate buffer solution (0.01mol/L, pH 10.0) was measured, and 400uL of the above purified copper-doped carbon quantum dot solution (the content of copper-doped carbon quantum dots was 7.2 × 10)-5g/L)、5mM 4-AAP(200μL)、0.5mM H2O2(200. mu.L) and 20uL of phenol solution with different concentrations are sequentially added into a 2mL centrifuge tube, the volume is determined, and the mixture is shaken and mixed evenly. After standing at 25 ℃ for 30min, the reaction solution was measured for its ultraviolet absorption spectrum at 505nm as shown in FIG. 7.
Buffer solution of carbonate, H2O24-APP, phenol solutions with different concentrations and purified copper-doped quantum dot solutions are mixed to a constant volume of 2mL, the maximum light absorption intensity of the added phenol solutions with different concentrations is used as the ordinate, the concentration of phenol is used as the abscissa, an ultraviolet absorption spectrum curve equation is established, and the ultraviolet absorption spectrum curve equation Y is obtained and is 0.596 × 10-2[PA]+0.01955(Y represents the ultraviolet absorption intensity, [ PA ]]Representing the concentration of phenol) is shown in fig. 8.
Example 6
Accurately measuring 800uL of carbonate buffer solution(0.01mol/L, pH 10.0), 400uL of the above purified copper-doped carbon quantum dot solution (content of copper-doped carbon quantum dots 7.2 × 10)-5g/L)、5mM 4-AAP(200μL)、0.5mM H2O2(200. mu.L) and 20uL of phenol solution with different concentrations are sequentially added into a 2mL centrifuge tube, the volume is determined, and the mixture is shaken and mixed evenly. Standing at 25 deg.C for 30min, and observing color change as shown in FIG. 9.
Comparative example 1
Accurately measuring 800uL of carbonate buffer solution (0.01mol/L, pH 10.0), and 400uL of purified copper-doped carbon quantum dot solution (the content of copper-doped carbon quantum dots is 7.2 × 10)-5g/L)、5mM 4-AAP(200μL)、0.5mM H2O2(200. mu.L) and 20. mu.L of different phenol isomer solutions were sequentially added to a 2mL centrifuge tube, the volume was determined, and the mixture was shaken and mixed. Standing for 30min at a constant temperature of 25 ℃, and obtaining an experimental result as shown in fig. 10, wherein the phenol is obviously different from the isomer thereof, so that the method can be considered to be used for visual identification of phenol. In FIG. 10, 1-o-nitrophenol; 2-p-nitrophenol; 3-aminophenol; 4-catechol; 5-ortho-aminophenol; 6-N-acetylphenol; 7-phenol.
Comparative example 2
In order to study the selectivity of the copper-doped carbon quantum dots to phenol, the response of potassium thiocyanate, nicotinic acid, Cys, GSH, serine, histidine, phenol and other substances to the copper-doped carbon quantum dots was investigated, 800uL of a carbonate buffer solution (0.01mol/L, pH 10.0) was accurately measured, and the above 400uL of a purified copper-doped carbon quantum dot solution (the content of copper-doped carbon quantum dots was 7.2 × 10)-5g/L)、5mM 4-AAP(200μL)、0.5mM H2O2(200. mu.L) and 20. mu.L of the above solutions were added to a 2mL centrifuge tube in sequence, the volume was determined, and the mixture was shaken and mixed. The solution was left standing at a constant temperature of 25 ℃ for 30min, and the experimental results are shown in FIG. 11, and it can be seen that the solution except phenol did not develop color obviously. In FIG. 11, potassium 1-thiocyanate; 2-nicotinic acid; 3-cysteine; 4-glutathione; 5-serine; 6-histidine; 7-phenol.
The result shows that the copper-doped carbon quantum dot has good selectivity to phenol, and the test is carried out three times in each parallel experiment to ensure the accuracy of data.
The preferred embodiments of the present invention have been described in detail, however, the present invention is not limited to the specific details of the above embodiments, and various simple modifications may be made to the technical solution of the present invention within the technical idea of the present invention, and these simple modifications are within the protective scope of the present invention.
It should be noted that the technical features described in the above embodiments can be combined in any suitable manner, and the invention is not further described in various possible combinations.
In addition, any combination of the various embodiments of the present invention is also possible, and the same should be considered as the disclosure of the present invention as long as it does not depart from the spirit of the present invention.
Claims (6)
1. A preparation method of a copper-doped carbon quantum dot with mimic enzyme properties is characterized by comprising the following steps: and mixing ascorbic acid, EDC, copper acetate and water, and carrying out hydrothermal reaction to obtain the copper-doped carbon quantum dot.
2. The preparation method according to claim 1, wherein the ascorbic acid is used in an amount of 0.03 to 0.05mol, the EDC is used in an amount of 2.5 to 2.7mol, and the copper acetate is used in an amount of 2.3 to 2.5mol, relative to 1L of water.
3. The preparation method according to claim 1, wherein the conditions of the hydrothermal reaction include: the temperature is 200 ℃ and 240 ℃; the time is 7-9 h.
4. The method of claim 1, wherein the mixing time is 20-40 min.
5. A copper-doped carbon quantum dot with mimic enzyme properties, which is prepared by the preparation method of any one of claims 1 to 4.
6. A method for measuring phenol concentration using the copper-doped carbon quantum dot of claim 5, the method comprising:
(1) mixing phenol and a blank solution to be detected to obtain a solution to be detected; wherein the blank solution to be tested is carbonate buffer solution and H2O24-APP and copper-doped carbon quantum dots are mixed;
(2) respectively measuring the maximum fluorescence intensity of a blank solution to be measured and a solution to be measured;
(3) establishing a fluorescence emission spectrum curve equation by taking the ratio of the maximum fluorescence intensity of the solution to be detected to the maximum fluorescence intensity of the blank solution to be detected as a vertical coordinate and the concentration of phenol as a horizontal coordinate;
(4) the maximum fluorescence intensity of the phenol is measured, and then the concentration of the phenol is calculated according to a fluorescence emission spectrum curve equation.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010350764.9A CN111518554B (en) | 2020-04-28 | 2020-04-28 | Copper-doped carbon quantum dot with mimic enzyme property and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010350764.9A CN111518554B (en) | 2020-04-28 | 2020-04-28 | Copper-doped carbon quantum dot with mimic enzyme property and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN111518554A true CN111518554A (en) | 2020-08-11 |
| CN111518554B CN111518554B (en) | 2023-01-24 |
Family
ID=71903224
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010350764.9A Active CN111518554B (en) | 2020-04-28 | 2020-04-28 | Copper-doped carbon quantum dot with mimic enzyme property and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN111518554B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112998030A (en) * | 2021-03-05 | 2021-06-22 | 中国科学院宁波材料技术与工程研究所 | Application of copper-doped carbon dots in antibacterial product |
| CN114958359A (en) * | 2022-05-12 | 2022-08-30 | 青岛农业大学 | Mimic enzyme material copper-doped carbon quantum dot using mushroom as carbon source and preparation method and application thereof |
| CN115944114A (en) * | 2022-12-29 | 2023-04-11 | 山东大学 | Manganese-copper double-metal doped carbon dot for removing free radicals of cigarettes |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110607175A (en) * | 2019-09-26 | 2019-12-24 | 安徽师范大学 | Copper-doped carbon quantum dot, preparation method thereof and application of copper-doped carbon quantum dot as probe in hydrogen peroxide detection |
| CN110618119A (en) * | 2019-09-26 | 2019-12-27 | 安徽师范大学 | Method for detecting metronidazole content by using copper-doped carbon quantum dots |
-
2020
- 2020-04-28 CN CN202010350764.9A patent/CN111518554B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110607175A (en) * | 2019-09-26 | 2019-12-24 | 安徽师范大学 | Copper-doped carbon quantum dot, preparation method thereof and application of copper-doped carbon quantum dot as probe in hydrogen peroxide detection |
| CN110618119A (en) * | 2019-09-26 | 2019-12-27 | 安徽师范大学 | Method for detecting metronidazole content by using copper-doped carbon quantum dots |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112998030A (en) * | 2021-03-05 | 2021-06-22 | 中国科学院宁波材料技术与工程研究所 | Application of copper-doped carbon dots in antibacterial product |
| CN114958359A (en) * | 2022-05-12 | 2022-08-30 | 青岛农业大学 | Mimic enzyme material copper-doped carbon quantum dot using mushroom as carbon source and preparation method and application thereof |
| CN114958359B (en) * | 2022-05-12 | 2023-10-13 | 青岛农业大学 | Simulated enzyme material copper-doped carbon quantum dot with mushrooms as carbon sources, and preparation method and application thereof |
| CN115944114A (en) * | 2022-12-29 | 2023-04-11 | 山东大学 | Manganese-copper double-metal doped carbon dot for removing free radicals of cigarettes |
Also Published As
| Publication number | Publication date |
|---|---|
| CN111518554B (en) | 2023-01-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN111518554B (en) | Copper-doped carbon quantum dot with mimic enzyme property and preparation method and application thereof | |
| CN109181690B (en) | Preparation method based on double emissive quantum dots/nano grain of silver compound cymoxanil ratio fluorescent probe | |
| CN107064264B (en) | A kind of construction method of the optical electro-chemistry sensor for no enzyme detection dopamine | |
| CN106632433B (en) | A kind of luminescent metal organic framework material and preparation method thereof detected for uranyl ion in water | |
| CN109799217B (en) | High-sensitivity ratio fluorescent probe based on cadmium telluride quantum dot and europium ion composite system and preparation method and application thereof | |
| CN107290316B (en) | Novel tetracycline fluorescence detection method based on zirconium-based MOF | |
| CN111687408B (en) | Fluorescent copper nanocluster, preparation method and application thereof | |
| CN109705869B (en) | Sensitive and selective detection method of composite quantum dot ratio fluorescent probe for silver ions | |
| CN110940648B (en) | Synthesis method of green fluorescent carbon quantum dots and application of green fluorescent carbon quantum dots in detection of nitrite | |
| CN106583747A (en) | Preparation of protamine gold nanoclusters and application in analogue enzyme color comparison and fluorescence detection | |
| CN112986197A (en) | Ratiometric fluorescent probe for detecting mercury ions, fluorescent paper chip and detection method | |
| CN103808779A (en) | Method for detecting p-nitrophenol by using PDDA (Poly Diallyldimethylammonium) functionalized graphene modified glassy carbon electrode | |
| CN111286324A (en) | Fluorescent probe for detecting hypochlorite in water environment and preparation method and application thereof | |
| CN109342385A (en) | It is a kind of for quickly detecting the carbon quantum dot and its application method of content of nitrite in food and environment | |
| CN113249115B (en) | Preparation of metal organic framework composite material and application of metal organic framework composite material as ratio type fluorescent probe in detection of hydrogen peroxide and Pi | |
| CN110243791B (en) | Method for detecting chloride ions in sweat through visual sensing | |
| CN106596504A (en) | Method of ultrasensitive detection on cyanide in water body | |
| CN103497189B (en) | 1-hydroxyl-3,4:9,10-tetracarboxylic diimide and synthesis method as well as application thereof in measurement of fluorine content | |
| CN110698390B (en) | Fluorescent probe for identifying bisulfite and preparation method and detection method thereof | |
| CN110715921A (en) | Method for detecting gallic acid by electrochemical luminescence based on graphene quantum dots | |
| CN108387575A (en) | A method of measuring Plant Total Nitrogen using Continuous Flow Analysis instrument | |
| CN109868137B (en) | Up-conversion boron nitrogen phosphorus co-doped carbon-based fluorescent nano material and preparation method and application thereof | |
| CN108359446B (en) | For detecting Fe3+Organic fluorescent sensing probe, preparation method, use method and application | |
| CN108645848A (en) | The method for detecting water Nitrite ion based on gold nanorods etching reaction | |
| CN110343519A (en) | One kind is for detecting Hg2+Double transmitting rare-earth fluorescent probes, preparation method and application |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |