CN114316967B - Carbon dot composition, preparation method and application in cell nucleus and membrane co-staining - Google Patents
Carbon dot composition, preparation method and application in cell nucleus and membrane co-staining Download PDFInfo
- Publication number
- CN114316967B CN114316967B CN202111673852.3A CN202111673852A CN114316967B CN 114316967 B CN114316967 B CN 114316967B CN 202111673852 A CN202111673852 A CN 202111673852A CN 114316967 B CN114316967 B CN 114316967B
- Authority
- CN
- China
- Prior art keywords
- carbon
- phenylenediamine
- carbon dot
- sulfate solution
- staining
- 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.)
- Active
Links
Images
Landscapes
- Investigating Or Analysing Biological Materials (AREA)
Abstract
The invention discloses a carbon dot composition, a preparation method and application in nucleus and membrane co-dyeing, wherein the mass ratio of benzene triamine carbon dots to phenylenediamine carbon dots is (1): 1, cell nucleus and membrane co-dyeing can be realized, wherein the dyeing of the cell nucleus is realized by the carbon point of the benzenetriamine, the dyeing of the cytoplasm is realized by the carbon point of the benzenediamine, and the whole cell dyeing can be realized by combining the two, so that the operation is simple and the cost is low.
Description
Technical Field
The invention relates to a dyeing reagent, in particular to a carbon dot composition, a preparation method and application in cell nucleus and membrane co-dyeing. Belongs to the technical field of carbon nano materials.
Background
Cells are important carriers in life activities, and the study of cells and foreign substances can help us to understand the transportation, metabolism and toxicity of cells. The cell nucleus is particularly important for various processes of cells, such as metabolism, passage, heredity and the like. However, their study is relatively lacking with respect to the vital importance of the nucleus. Staining of the nucleus is the first step, which reveals the morphology of the nucleus, after which transport and transport of reagents to the nucleus can be studied. With the rapid development of fluorescence microscopy, fluorescent staining of cell nuclei has become extremely common due to its visualization and high resolution properties. The nuclear fluorescent dyes currently in common use have certain disadvantages, such as DAPI and Hoechst, which have the disadvantages of self-quenching and susceptibility to photobleaching, with DAPI also having certain cytotoxicity. Therefore, the development of novel fluorescent dyes capable of specifically staining cell nuclei is of great significance.
Carbon dots have been widely reported as a novel fluorescent nano material, and have extremely wide applications in the fields of cell imaging, biosensing, photoelectric materials and the like. At present, when the carbon dots are used for cell imaging in the prior art, due to the properties of the size, the surface charge and the like of materials, the carbon dots are difficult to be applied to the imaging of cell nucleuses, most of the invented carbon dots can only enter the cytoplasm, mitochondria and other parts of cells, and a longer incubation time is needed.
Therefore, it is important to develop a fluorescent dye that stains the whole cell rapidly and specifically.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides a carbon dot composition, a preparation method and application in cell nucleus and membrane co-dyeing, which can be used for cell nucleus and membrane co-dyeing, and has the advantages of high dyeing speed and low cost.
In order to achieve the purpose, the invention adopts the following technical scheme:
1. a carbon dot composition is prepared by mixing benzene triamine carbon dots and benzene diamine carbon dots according to the mass ratio of 1:1, wherein the benzene triamine carbon point is prepared by adopting 1,2, 4-triaminoaniline dihydrochloride as a carbon source and adopting an electrochemical method, the maximum ultraviolet absorption wavelength is 503nm, the maximum fluorescence excitation wavelength is 503nm, and the maximum emission wavelength is 637nm; the phenylenediamine carbon dots are prepared by using o-phenylenediamine as a carbon source and adopting an electrochemical method, wherein the maximum fluorescence excitation wavelength of the phenylenediamine carbon dots is 294nm, and the maximum emission wavelength of the phenylenediamine carbon dots is 410nm.
2. The preparation method of the carbon dot composition comprises the following specific steps:
(1) Adding 1,2, 4-triaminoaniline dihydrochloride into ultrapure water, then dropwise adding a potassium sulfate solution, uniformly dispersing by ultrasonic waves, then electrolyzing for 5-20 minutes in an electrolytic device, and carrying out post-treatment to obtain the benzene triamine carbon points;
(2) Dissolving o-phenylenediamine in a sodium sulfate solution, and then electrolyzing for 10-20 minutes in an electrolysis device to obtain phenylenediamine carbon dots;
(3) And finally, uniformly mixing the carbon points of the benzene triamine and the carbon points of the phenylenediamine to obtain the carbon point composition.
Preferably, in the step (1), the ratio of the 1,2, 4-triaminoaniline dihydrochloride to the ultrapure water to the potassium sulfate solution is 1mg:20mL of: 500 mu L of potassium sulfate solution with the concentration of 2mol/L.
Preferably, in the step (1), the electrolysis process conditions are as follows: voltage 10V, current 0.05A.
Preferably, in the step (1), the post-treatment process is to dialyze the electrolysis product in a dialysis bag with the molecular weight cutoff of 600Da for 12-20 hours, and to replace ultrapure water every 4 hours.
Preferably, in the step (2), the dosage ratio of the o-phenylenediamine to the sodium sulfate solution is 0.01g:20mL, and the concentration of the sodium sulfate solution is 1mol/L.
Preferably, in the step (2), the electrolysis process conditions are as follows: voltage 10V, current 0.05A.
3. The carbon dot composition is applied to cell nucleus and membrane co-staining.
The invention has the beneficial effects that:
according to the invention, the mass ratio of the benzene triamine carbon point to the benzene diamine carbon point is 1:1, the cell nucleus and the membrane can be co-dyed, wherein the benzene triamine carbon point can dye the cell nucleus, the benzene diamine carbon point can dye the cytoplasm, and the combination of the benzene triamine carbon point and the benzene diamine carbon point can realize the whole cell dyeing, so that the operation is simple and the cost is low. The benzene triamine carbon point is prepared by using 1,2, 4-triaminoaniline dihydrochloride as a carbon source and adopting an electrochemical method, wherein the maximum fluorescence excitation wavelength of the benzene triamine carbon point is 503nm, and the maximum emission wavelength of the benzene triamine carbon point is 637nm; the phenylenediamine carbon dots are prepared by using o-phenylenediamine as a carbon source and adopting an electrochemical method, wherein the maximum fluorescence excitation wavelength of the phenylenediamine carbon dots is 294nm, and the maximum emission wavelength of the phenylenediamine carbon dots is 570nm. The invention has the characteristics of high dyeing speed, low cost and the like.
Drawings
FIG. 1 is a graph of the UV absorption spectrum of the carbon points of benzenetriamine in accordance with the present invention;
FIG. 2 is a fluorescence spectroscopy spectrum of a benzenetriamine carbon dot of the present invention;
FIG. 3 is an XPS spectrum of the carbon points of benzenetriamines of the present invention, wherein A represents the total spectrum, B, C, D represent the high resolution XPS spectra of R-CDs, C1s (B) N1s (C) O1s (D), respectively;
FIG. 4 is a fluorescence spectrum of a carbon spot of phenylenediamine according to the present invention;
FIG. 5 is a graph showing the staining effect of the carbon point of benzenetriamine on HGREC cells, wherein A is a cell morphology map under a bright field and B is a cell morphology map under a fluorescent condition;
FIG. 6 is a graph showing the effect of the phenylenediamine carbon dot of the present invention on the staining of HGREC cells, wherein A is a cell morphology map under a bright field and B is a cell morphology map under a fluorescent condition;
FIG. 7 is a graph showing the effect of the carbon points of benzenetriamine and benzenediamine on the nuclear and membrane co-staining of HGREC cells, wherein B is a partial enlarged view of A.
Detailed Description
The present invention will be further described with reference to the accompanying drawings and examples, which are provided for the purpose of illustration only and are not intended to limit the scope of the invention.
Example 1
A carbon dot composition is prepared from benzene triamine carbon dots and benzene diamine carbon dots according to the mass ratio of 1:1 and mixing to obtain the product. The benzene triamine carbon point is prepared by taking 1,2, 4-triaminoaniline dihydrochloride as a carbon source and adopting an electrochemical method; the phenylenediamine carbon dots are prepared by using o-phenylenediamine as a carbon source and adopting an electrochemical method.
The preparation method of the benzene triamine carbon dots comprises the following steps:
0.001g of 1,2, 4-triaminoaniline dihydrochloride was added to 20ml of ultrapure water, followed by dropwise addition of 500. Mu.L of 2M Na 2 SO 4 Ultrasonic dispersion;
electrolyzing for 5-20min in an electrolysis device to prepare a red carbon dot solution and obtain benzene triamine carbon dots; specifically, the electrolysis process comprises the following steps: a commercially available electrolytic apparatus (platinum electrode) was used, and the voltage was adjusted to 10V and the current was adjusted to 0.05A.
Referring to fig. 1 and fig. 2, fig. 1 is a graph of the uv absorption spectrum of the carbon point of benzenetriamine according to the present invention; FIG. 2 is a fluorescence spectrum of a carbon point of benzenetriamine according to the present invention. Under the irradiation of a 365nm ultraviolet lamp, bright red fluorescence can be seen, the maximum ultraviolet absorption wavelength of the bright red fluorescence is 503nm, and the maximum fluorescence excitation and emission wavelengths are 503nm and 637nm.
Please refer to fig. 3, which is an XPS spectrum of the carbon point of benzenetriamine. The surface chemical composition of the carbon point of benzenetriamine was measured by X-ray photoelectron spectroscopy (XPS), wherein A represents the total spectrum, and B, C, and D represent the high-resolution XPS spectrum C1s (B) N1s (C) O1s (D) of R-CDs, respectively. As can be seen from FIG. 3, three peaks at 284.7eV, 399.2eV and 531.19eV are shown at C1s, N1s and O1s, respectively, and the oxygen content at the surface of R-CDs among the three elements was the highest, reaching 76.08%. The C1s high resolution spectra (B in fig. 3) indicate the presence of C = C/C-C (284.3 eV), C-N (284.8 eV), C = N (285.5 eV) on R-CDs, the N1s high resolution spectra (C in fig. 3) the presence of amino nitrogen (398.4 eV), graphite nitrogen (399.4 eV), -NH (400.4 eV) in the respective amounts of 38.53%, 42.59%, 18.88%; in contrast, in fig. 3D, the O1s high-resolution spectrum contains C = O/N = O (531.6 eV), C — OH (532.2 eV), and C — O/N — O (536.4 eV).
The preparation method of the phenylenediamine carbon dots comprises the following steps:
0.01g of o-phenylenediamine was dissolved in 20ml of 1M Na 2 SO 4 And electrolyzing for 10-20min in an electrolyzer to obtain green carbon dot solution, namely the phenylenediamine carbon dots.
FIG. 4 is a chart showing the fluorescence spectroscopy of the carbon point of phenylenediamine according to the present invention. As can be seen from FIG. 4, the maximum fluorescence excitation wavelength of the phenylenediamine carbon dot solution is 294nm, and the maximum emission wavelength is 410nm.
The benzene triamine carbon point is applied to nucleus staining, and the specific method comprises the following steps:
(1) Experimental materials and apparatus
Benzene triamine carbon dots, physiological saline, ascorbic acid, glass slides, coverslips, human glomerular endothelial cells (HGERC), fluorescence microscopy.
(2) Targeted staining method of benzene triamine for cell nucleus
Performing climbing sheet treatment on HGERC cells during culture, taking out a cell culture dish after the cells grow over a glass sheet, sucking cell culture solution, and washing cell metabolic waste and unfixed cells twice with physiological saline, wherein each time lasts for 3min;
2mL of 0.1M ascorbic acid is added into 2mL of electrolytic carbon dot stock solution to neutralize oxygen free radicals in benzene triamine carbon dots, so that oxidative damage to cells is avoided;
1mL of neutralized benzene triamine carbon dot is sucked and added into a cell culture dish, and the carbon dot solution is sucked out after the carbon dot is incubated with cells for 10-20 min;
washing with normal saline twice to wash away carbon dot solution in extracellular environment, and observing cell imaging under a fluorescence microscope;
please refer to fig. 5, which is a graph showing the staining effect of the carbon point of benzenetriamine on HGREC cells according to the present invention, wherein a is a cell morphology map under a bright field, and B is a cell morphology map under a fluorescent condition. As can be seen from FIG. 5, the carbon dots of benzene triamine provided by the invention can realize the staining of HGREC cell nuclei, and have no clear outline effect on cytoplasm.
The phenylenediamine carbon dot is applied to cytoplasm staining, and the specific method is as follows:
(1) Experimental materials and apparatus
Phenylenediamine carbon dots, physiological saline, DAPI staining solution, ascorbic acid, glass slides, coverslips, human glomerular endothelial cells (HGERC), and a fluorescence microscope.
(2) Method for targeted staining of cell nucleus by phenylenediamine
Performing climbing sheet treatment on HGERC cells during culture, taking out a cell culture dish after the cells grow over a glass sheet, sucking cell culture solution, and washing cell metabolic waste and unfixed cells twice with physiological saline, wherein each time lasts for 3min;
2mL of 0.1M ascorbic acid is added into 2mL of electrolytic carbon dot stock solution to neutralize oxygen free radicals in phenylenediamine carbon dots, so that oxidative damage to cells is avoided;
1mL of neutralized phenylenediamine carbon dots are sucked and added into a cell culture dish, and after the phenylenediamine carbon dots are incubated with cells for 15 minutes, a carbon dot solution is sucked out;
washing with normal saline twice to wash away carbon dot solution in extracellular environment, and observing cell imaging under a fluorescence microscope;
the control group was stained with DAPI staining solution, and 1mL of DAPI staining solution was incubated with the cells for 15min, after which the cells were also analyzed under a fluorescence microscope for cell imaging.
Please refer to fig. 6, which is a graph showing the staining effect of the phenylenediamine carbon dot to HGREC cells according to the present invention, wherein a is a cell morphology graph under bright field, and B is a cell morphology graph under fluorescent condition. As can be seen in fig. 6, the phenylenediamine carbon site targeted staining of HGREC cytoplasm, but did not clearly show a contour effect on the nucleus.
The nucleus and membrane co-staining method is characterized in that phenylenediamine carbon dots and benzenetriamine carbon dots are mixed according to the mass ratio of 1. Please refer to fig. 7, which is a graph showing the effect of the carbon points of benzenetriamine and benzenediamine on the nuclear and membrane co-staining of HGREC cells, wherein B is a partially enlarged view of a. As can be seen from FIG. 7, the carbon point staining of benzene triamine acts on the nucleus, the carbon point staining of benzene diamine acts on the cytoplasm, and the combination of the two can realize the staining of the whole cell and can obviously distinguish the nucleus from the cytoplasm.
Although the embodiments of the present invention have been described with reference to the accompanying drawings, the scope of the present invention is not limited thereto, and various modifications and changes that can be made by those skilled in the art without inventive efforts based on the technical solutions of the present invention are within the scope of the present invention.
Claims (6)
1. A carbon dot composition is characterized in that the mass ratio of benzene triamine carbon dots to benzene diamine carbon dots is 1:1, wherein the maximum ultraviolet absorption wavelength of the benzene triamine carbon point is 503nm, the maximum fluorescence excitation wavelength is 503nm, and the maximum emission wavelength is 637nm, and the preparation method comprises the following steps: adding 1,2, 4-triaminoaniline dihydrochloride into ultrapure water, then dropwise adding a potassium sulfate solution, dispersing uniformly by ultrasonic waves, and then electrolyzing in an electrolytic device for 5-20 minutes to obtain benzene triamine carbon points;
the maximum fluorescence excitation wavelength of the phenylenediamine carbon dots is 294nm, the maximum emission wavelength is 410nm, and the preparation method comprises the following steps: the o-phenylenediamine is dissolved in a sodium sulfate solution, and then is electrolyzed in an electrolyzer for 10 to 20 minutes to obtain the phenylenediamine carbon dots.
2. The carbon dot composition according to claim 1, wherein the 1,2, 4-triaminoaniline dihydrochloride, the ultrapure water and the potassium sulfate solution are used in a ratio of 1mg:20mL of: 500 mu L of the potassium sulfate solution, and the concentration of the potassium sulfate solution is 2mol/L.
3. The carbon dot composition according to claim 1, wherein the electrolysis conditions for preparing the benzene triamine carbon dot are as follows: voltage 10V, current 0.05A.
4. The carbon dot composition according to claim 1, wherein the amount ratio of o-phenylenediamine to sodium sulfate solution is 0.01g:20mL, and the concentration of the sodium sulfate solution is 1mol/L.
5. The carbon dot composition as claimed in claim 1, wherein the process conditions for electrolysis in preparing the phenylenediamine carbon dot are as follows: voltage 10V, current 0.05A.
6. Use of a carbon dot composition according to claim 1 for nuclear, membrane co-staining.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111673852.3A CN114316967B (en) | 2021-12-31 | 2021-12-31 | Carbon dot composition, preparation method and application in cell nucleus and membrane co-staining |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111673852.3A CN114316967B (en) | 2021-12-31 | 2021-12-31 | Carbon dot composition, preparation method and application in cell nucleus and membrane co-staining |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN114316967A CN114316967A (en) | 2022-04-12 |
| CN114316967B true CN114316967B (en) | 2023-04-14 |
Family
ID=81021723
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202111673852.3A Active CN114316967B (en) | 2021-12-31 | 2021-12-31 | Carbon dot composition, preparation method and application in cell nucleus and membrane co-staining |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114316967B (en) |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105143847A (en) * | 2013-02-05 | 2015-12-09 | 三路影像公司 | Cytological staining compositions and uses thereof |
| CN106644656A (en) * | 2017-01-06 | 2017-05-10 | 杨海玉 | Hematoxylin-eosin one-step dyeing method |
| CN106894038A (en) * | 2017-03-08 | 2017-06-27 | 湖南农业大学 | A kind of pulse potential of N doping fluorescent carbon point prepares method |
| CN108918518A (en) * | 2018-05-21 | 2018-11-30 | 西北农林科技大学 | The observation method of ordinary optical, fluorescence and scanning electron microscope to same cellular morphology |
| CN109187146A (en) * | 2018-08-27 | 2019-01-11 | 青岛北大新世纪言鼎生物医学科技有限公司 | Human body cell holotype state immunofluorescence dyeing method and kit |
| CN109897634A (en) * | 2019-04-24 | 2019-06-18 | 江南大学 | A kind of pH responsive type long wavelength fluorescent carbon point and its biologic applications |
| CN110205125A (en) * | 2019-06-27 | 2019-09-06 | 上海大学 | Graphene quantum dot fluorescence probe material and preparation method thereof with cell nucleus targeting imaging |
| CN110564412A (en) * | 2019-08-12 | 2019-12-13 | 南京医科大学 | Preparation method of orange fluorescent emission PEI-CDs |
| WO2021084825A1 (en) * | 2019-10-29 | 2021-05-06 | 株式会社クレハ | Carbon quantum dot-containing composition, and method for producing the same |
| CN113203717A (en) * | 2021-05-09 | 2021-08-03 | 湖南智享未来生物科技有限公司 | Fluorescent carbon dot for vaginal pH detection and preparation method thereof |
-
2021
- 2021-12-31 CN CN202111673852.3A patent/CN114316967B/en active Active
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105143847A (en) * | 2013-02-05 | 2015-12-09 | 三路影像公司 | Cytological staining compositions and uses thereof |
| CN106644656A (en) * | 2017-01-06 | 2017-05-10 | 杨海玉 | Hematoxylin-eosin one-step dyeing method |
| CN106894038A (en) * | 2017-03-08 | 2017-06-27 | 湖南农业大学 | A kind of pulse potential of N doping fluorescent carbon point prepares method |
| CN108918518A (en) * | 2018-05-21 | 2018-11-30 | 西北农林科技大学 | The observation method of ordinary optical, fluorescence and scanning electron microscope to same cellular morphology |
| CN109187146A (en) * | 2018-08-27 | 2019-01-11 | 青岛北大新世纪言鼎生物医学科技有限公司 | Human body cell holotype state immunofluorescence dyeing method and kit |
| CN109897634A (en) * | 2019-04-24 | 2019-06-18 | 江南大学 | A kind of pH responsive type long wavelength fluorescent carbon point and its biologic applications |
| CN110205125A (en) * | 2019-06-27 | 2019-09-06 | 上海大学 | Graphene quantum dot fluorescence probe material and preparation method thereof with cell nucleus targeting imaging |
| CN110564412A (en) * | 2019-08-12 | 2019-12-13 | 南京医科大学 | Preparation method of orange fluorescent emission PEI-CDs |
| WO2021084825A1 (en) * | 2019-10-29 | 2021-05-06 | 株式会社クレハ | Carbon quantum dot-containing composition, and method for producing the same |
| CN113203717A (en) * | 2021-05-09 | 2021-08-03 | 湖南智享未来生物科技有限公司 | Fluorescent carbon dot for vaginal pH detection and preparation method thereof |
Non-Patent Citations (4)
| Title |
|---|
| Cheong A Choi et al..Membrane and nucleus targeting for highly sensitive cancer cell detection using pyrophosphate and alkaline phosphatase activity-mediated fluorescence switching of functionalized carbon dots.《J. Mater. Chem. B》.2018,第6卷第5992-6001页. * |
| Huabing Liu et al..Blue and cyan fluorescent carbon dots: one-pot synthesis, selective cell imaging and their antiviral activity.《RSC Adv.》.第7卷第28016-28023页. * |
| 车明轩 等.基于碳量子点的活细胞成像及长程示踪.《分析实验室》.2019,第38卷(第10期),第1141-1146页. * |
| 陈月月.碳点的固相制备及其发光性质研究.《中国优秀硕士学位论文全文数据库工程科技I辑》.2021,(第01期),第B014-26页. * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN114316967A (en) | 2022-04-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Xu et al. | Synthesis of zinc ferrite/silver iodide composite with enhanced photocatalytic antibacterial and pollutant degradation ability | |
| CN111205484B (en) | Carbon quantum dot fluorescent double-network hydrogel and preparation method and application thereof | |
| CN107573933B (en) | Carbon quantum dot-copper ion fluorescent probe and preparation method and application thereof | |
| Zhang et al. | Biotoxicity of degradable carbon dots towards microalgae Chlorella vulgaris | |
| CN105417536B (en) | A kind of preparation method of the adjustable graphene quantum dot of oxygen content | |
| Xiong et al. | N-type Cu2O film for photocatalytic and photoelectrocatalytic processes: its stability and inactivation of E. coli | |
| Priyadharsini et al. | Nanohybrid photocatalysts in dye (Colorants) wastewater treatment: Recent trends in simultaneous dye degradation, hydrogen production, storage and transport feasibility | |
| CN105664993B (en) | A kind of fluorescence doped carbon nano-photocatalyst and preparation method and application | |
| Xu et al. | Photoluminescence of Tilapia skin collagen: Aggregation-induced emission with clustering triggered emission mechanism and its multiple applications | |
| CN108212127B (en) | Preparation method and application of functional nano composite hydrogel | |
| CN106633147B (en) | A kind of preparation of the flexible composite film with sterilizing function and application method | |
| CN114316967B (en) | Carbon dot composition, preparation method and application in cell nucleus and membrane co-staining | |
| Zhang et al. | Extracellular polymeric substances sustain photoreduction of Cr (VI) by Shewanella oneidensis-CdS biohybrid system | |
| Xi et al. | Ultra-small Nd 3+-doped nanoparticles as near-infrared luminescent biolabels of hemin in bacteria | |
| CN105502369B (en) | Adjust the rear oxidation method of reduction treatment of graphene quantum dot photoluminescence performance | |
| CN111518552B (en) | Preparation of fluorine-containing graphene quantum dots and application of fluorine-containing graphene quantum dots as photodynamic therapy photosensitizer | |
| Li et al. | Efficient antibacterial and microbial corrosion resistant photocatalytic coating: Enhancing performance with S-type heterojunction and Cu synergy | |
| CN102691089A (en) | Electrochemical method for preparing superhydrophobic surface on copper substrates by using aqueous electrolyte | |
| CN107324315A (en) | A kind of preparation method of the graphene quantum dot based on leather castoff | |
| CN114292643A (en) | Benzene triamine carbon dot, preparation method and application in nucleus staining | |
| CN106319579B (en) | The preparation method of the copper-based Ag films load nano particle sterilization electrode material of sponge | |
| CN108998008B (en) | Method for in-situ preparation of zinc sulfide quantum dot/alginic acid nano composite membrane by electrodeposition technology | |
| CN108795421B (en) | Preparation method and application of chlorine-doped graphene quantum dots | |
| CN108841385B (en) | Preparation method and application of fluorescent platinum nanocluster for optical imaging of blood system suspension cells | |
| Tian et al. | Degradation of methyl orange waste water by electrochemical oxidation method |
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 |