CN111154485B - Preparation of sulfur-nitrogen double-doped carbon quantum dot and application of sulfur-nitrogen double-doped carbon quantum dot in tetracycline detection - Google Patents
Preparation of sulfur-nitrogen double-doped carbon quantum dot and application of sulfur-nitrogen double-doped carbon quantum dot in tetracycline detection Download PDFInfo
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Abstract
The invention belongs to the technical field of fluorescent nano materials, relates to preparation of sulfur-nitrogen double-doped carbon quantum dots and application of the sulfur-nitrogen double-doped carbon quantum dots in tetracycline detection, and particularly relates to a method for preparing sulfur-nitrogen double-doped carbon quantum dots by a microwave-assisted hydrothermal synthesis method and application of the prepared nitrogen-sulfur double-doped carbon quantum dots in quantitative detection of tetracycline antibiotics. The preparation method comprises the following steps: (1) mixing ammonium citrate and vitamin B 1 Dissolving in ultrapure water, and stirring the solution until the solution is clear and transparent; (2) transferring the mixture into a microwave digestion tank and heating the mixture in a microwave digestion instrument for reaction; (3) naturally cooling to room temperature, filtering, dialyzing, and collecting a product; (4) and freeze-drying the collected product to obtain nitrogen-sulfur double-doped carbon quantum dot powder, and dispersing the nitrogen-sulfur double-doped carbon quantum dot powder in water to prepare a nitrogen-sulfur double-doped carbon quantum dot solution with a certain concentration. The microwave-assisted hydrothermal synthesis method disclosed by the invention is rapid, green, low in toxicity, high in quantum yield and high in stability.
Description
[ technical field ] A method for producing a semiconductor device
The invention belongs to the technical field of fluorescent nano materials, relates to preparation of sulfur-nitrogen double-doped carbon quantum dots and application of the sulfur-nitrogen double-doped carbon quantum dots in tetracycline detection, and particularly relates to a method for preparing sulfur-nitrogen double-doped carbon quantum dots by a microwave-assisted hydrothermal synthesis method and application of the prepared nitrogen-sulfur double-doped carbon quantum dots in quantitative detection of tetracycline antibiotics.
[ background of the invention ]
The tetracycline antibiotics are a dodecahydro tetracene derivative, are a broad-spectrum antibiotic family produced by actinomycetes or semi-synthesized by actinomycetes, and mainly comprise aureomycin, tetracycline, terramycin and the like. The tetracycline antibiotics have good inhibition effect on gram-positive and gram-negative bacteria and various bacterial infections, and are widely applied to prevention and treatment of bacterial infections or used as feed additives for promoting the growth of livestock in animal husbandry. However, excessive antibiotic accumulation in animals may lead to the risk of spreading drug-resistant microorganisms and pose a serious threat to human health. Therefore, it is necessary to develop a simple, rapid and reliable method for quantifying a trace amount of tetracycline antibiotics. Heretofore, as an analytical method for detecting a tetracycline antibiotic, there have been known high performance liquid chromatography, tandem mass spectrometry, enzyme-linked aptamer analysis, colorimetric analysis, and the like. Generally, high performance liquid chromatography has high sensitivity and recognition capability for target analytes, but the application of the high performance liquid chromatography in conventional analysis is limited due to complex operation procedures and expert technology requirements, and the application of enzyme-linked aptamer analysis and colorimetric analysis is limited due to the defects of high cost, strong cross-reactivity and the like. In recent years, fluorescence detection has become an effective method in the field of analysis, and has the advantages of convenient operation, low cost, good real-time performance, high sensitivity and the like.
Carbon quantum dots belong to the family of nanocarbon materials, and are considered as new branches of carbon nanostructures. The carbon quantum dots are spherical carbon materials which take carbon elements as main bodies and have the particle size of 1-10nm, and can emit bright fluorescence under the irradiation of ultraviolet light. Compared with the traditional semiconductor quantum dots, the quantum dots have attracted much attention due to their superior photoluminescence, easy functionalization, low toxicity and biocompatibility. The current methods for synthesizing fluorescent carbon quantum dots fall into two categories: the first is a top-down synthesis method, which mainly comprises arc discharge, laser ablation, electrochemical oxidation, a hydrothermal method and the like; and the other is a synthesis method from bottom to top, comprising a combustion method, a pyrolysis method and the like, wherein the methods are all used for synthesizing the carbon quantum dots by taking a proper organic compound as a carbon source. In recent years, although various novel quantum dot materials are developed successively, the further application of carbon quantum dots in drug analysis is still limited due to the defects of long time for synthesizing quantum dots, low synthesis efficiency, low quantum yield, poor stability, easy pollution, poor reproducibility and the like.
[ summary of the invention ]
In order to overcome the defects of the prior art, the invention adopts a microwave-assisted hydrothermal synthesis method which is simple to operate to rapidly prepare the nitrogen-sulfur double-doped carbon quantum dots which are green, low in toxicity, high in quantum yield, high in stability and strong in photobleaching resistance. The method has good selectivity for detecting the tetracycline antibiotics, is convenient and quick, has low cost, short reaction time and high specificity, and realizes the specific detection of the tetracycline antibiotics.
In order to achieve the purpose, the invention adopts the following technical scheme:
the preparation method takes ammonium citrate as a carbon and nitrogen source and vitamin B 1 Is used as a sulfur source and is prepared by a microwave-assisted hydrothermal synthesis method.
The preparation method comprises the following steps:
(1) mixing ammonium citrate and vitamin B 1 Dissolving in ultrapure water, and stirring the solution until the solution is clear and transparent;
(2) transferring the mixture into a microwave digestion tank and heating the mixture in a microwave digestion instrument for reaction;
(3) naturally cooling to room temperature, filtering, dialyzing, and collecting a product;
(4) and freeze-drying the collected product to obtain nitrogen-sulfur double-doped carbon quantum dot powder, and dispersing the nitrogen-sulfur double-doped carbon quantum dot powder in water to prepare a nitrogen-sulfur double-doped carbon quantum dot solution with a certain concentration.
Wherein, in the step (1), ammonium citrate and vitamin B 1 The weight ratio of: 1:0.25-1:1.5
Programmed temperature rise control is adopted in the step (2): the initial temperature is room temperature, the temperature is raised to 90-130 ℃ within 5-20 minutes, the temperature is maintained at 90-130 ℃ for 3-15 minutes, then the temperature is raised from 90-130 ℃ to 150-.
In step (3), the mixture is filtered through a 0.22 mu M filter membrane, and the cut-off molecular weight of the dialyzed dialysis bag is 1000 Da.
In the step (4), the concentration of the prepared nitrogen-sulfur double-doped carbon quantum dot solution is 25-3 mu g/mL.
The present invention uses ammonium citrate as carbon and nitrogen source and vitamin B 1 The nitrogen-sulfur double-doped carbon quantum dot is prepared by adopting a microwave-assisted hydrothermal synthesis method as a sulfur source, and has good water solubility and light stability and high quantum yield。
The invention also provides application of the prepared nitrogen-sulfur double-doped carbon quantum dot in quantitative detection of tetracycline antibiotics.
The tetracycline antibiotics are tetracycline, aureomycin, terramycin and the like.
[ description of the drawings ]
FIG. 1 is the vitamin B formulation of example 1 with ammonium citrate as the carbon and nitrogen source 1 Transmission electron micrographs of carbon quantum dots as a sulfur source;
FIG. 2 is the vitamin B formulation of example 1 with ammonium citrate as the carbon and nitrogen source 1 A particle size distribution map of carbon quantum dots that are a sulfur source;
FIG. 3 is the vitamin B formulation of example 1 with ammonium citrate as the carbon and nitrogen source 1 A carbon quantum dot XPS spectrum of a sulfur source;
FIG. 4 is the vitamin B formulation of example 1 with ammonium citrate as the carbon and nitrogen source 1 A spectrum of excitation and emission of carbon quantum dots that are a sulfur source;
FIG. 5 is the vitamin B formulation of example 1 with ammonium citrate as the carbon and nitrogen source 1 The emission spectrum of the carbon quantum dots of the sulfur source under different excitation wavelengths;
FIG. 6 is the vitamin B formulation of example 1 with ammonium citrate as the carbon and nitrogen source 1 Is an ultraviolet-visible spectrum diagram of a carbon quantum dot with a sulfur source as a carbon source;
FIG. 7 is the preparation of example 1 with ammonium citrate as the carbon and nitrogen source, vitamin B 1 A carbon quantum dot solution as a sulfur source is in a state diagram excited by natural light and ultraviolet light, wherein (a) is prepared by taking ammonium citrate as a carbon and nitrogen source and vitamin B 1 A state diagram of carbon quantum dot solution as a sulfur source under natural light, and (B) prepared ammonium citrate as a carbon and nitrogen source and vitamin B 1 Is a state diagram of carbon quantum dot solution of a sulfur source under the excitation of a 365nm ultraviolet lamp;
FIG. 8 is the preparation of example 1 with ammonium citrate as the carbon and nitrogen source, vitamin B 1 An infrared plot of carbon quantum dots for a sulfur source;
FIG. 9 is the vitamin B formulation of example 2 with ammonium citrate as the carbon and nitrogen source 1 Fluorescence of carbon quantum dot aqueous solution and blank aqueous solution as sulfur sourceAnd (4) an emission spectrum.
FIG. 10 is the vitamin B formulation of example 3 with ammonium citrate as the carbon and nitrogen source 1 And mixing the carbon quantum dots serving as a sulfur source with aureomycin, and then carrying out fluorescence emission spectrogram.
FIG. 11 is the vitamin B formulation of example 4 with ammonium citrate as the carbon and nitrogen source 1 The carbon quantum dot as sulfur source is mixed with tetracycline antibiotics (tetracycline, aureomycin and terramycin) to obtain fluorescence emission spectrogram.
[ detailed description ] embodiments
The following examples are illustrative of the present invention and should not be construed as limiting the invention, and all modifications and equivalents of the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention are intended to be covered by the present invention.
Example 1
Ammonium citrate as carbon-nitrogen source and vitamin B 1 The preparation method for preparing the nitrogen-sulfur double-doped carbon quantum dots (S, N-CDs) for the sulfur source is a microwave-assisted hydrothermal synthesis method. The preparation method comprises the following specific steps:
1. instrument and reagent
1.1 instruments
X-ray photoelectron spectroscopy (Warsermer Feishell, USA), Fourier transform infrared spectroscopy (Warsermer Feishell, USA), FLS920 scanner (Scottish Edinburgh instruments, England), TU-1810 ultraviolet spectrophotometer (Beijing Purkinje instruments, Inc.), F380 fluorescence detector (Tianjin Guangdong science Co., Ltd.), JEM-1200EX transmission electron microscope (JEOL, Japan).
1.2 reagents
Ammonium citrate (98.5%, analytical grade, Tianjin Damao chemical reagent);
vitamin B 1 (analytical pure, Tianjin Damao chemical reagent);
chlortetracycline (90.0%, analytically pure, Dode Saxite Biotech, Inc.).
2. Method of producing a composite material
1) 3g of ammonium citrate and 1.5g of vitamin B are precisely weighed 1 Is dissolved in10mL of ultrapure water, the solution was stirred until clear and transparent. Subsequently, the above clarified mixture solution was transferred to a microwave digestion tank and heated in a microwave digestion apparatus.
2) The microwave radiation adopts programmed temperature rise control: the initial temperature is room temperature, the temperature is increased to 110 ℃ within 15 minutes, the temperature is kept at 110 ℃ for 5 minutes, then the temperature is increased from 110 ℃ to 180 ℃ within 5 minutes, finally the temperature is kept at 180 ℃ for 3 hours, and the microwave reaction power is 1200W.
3) Naturally cooling to room temperature, filtering, dialyzing for 1 day, and collecting the product, wherein the particle size of the filter membrane is 0.22 μ M, and the cut-off molecular weight of the dialysis bag is 1000 Da.
4) The product collected in 3) was freeze-dried (-80 ℃) to obtain S, N-CDs powder with a relative quantum yield of 16.15%, and then dispersed in water to prepare a carbon quantum dot solution of a certain concentration for further characterization and use.
Example 2 characterization of nitrogen and sulfur double doped carbon quantum dots prepared in example 1
Referring to FIG. 1, vitamin B prepared in example 1 using ammonium citrate as a carbon and nitrogen source 1 The carbon quantum dots serving as the sulfur source were scanned under a transmission electron microscope, and the figure shows that the carbon quantum dots prepared by the embodiment and using ammonium citrate as the carbon source have good dispersibility, are uniform, have no agglomeration, and are circular in shape.
Vitamin B prepared as in example 1 with ammonium citrate as carbon and nitrogen source 1 Particle size distribution of carbon quantum dots as a sulfur source referring to fig. 2, it is shown that the average particle size of the carbon quantum dots using ammonium citrate as a carbon source prepared in this example is 2.2 nm.
Vitamin B prepared in example 1 with ammonium citrate as carbon and nitrogen source 1 The XPS spectrum of the carbon quantum dots as a sulfur source is shown in FIG. 3. XPS spectra of S, N-CDs showed four typical peaks at 164.2, 285.2, 399.8 and 531.7eV, corresponding to S 2p 、C 1s 、N 1s And O 1s 。
Vitamin B prepared in example 1 with ammonium citrate as carbon and nitrogen source 1 The excitation and emission spectra of carbon quantum dots as a sulfur source are shown in FIG. 4, which showsThe maximum excitation and emission wavelengths of the carbon quantum dots prepared in this example using ammonium citrate as a carbon source were 373nm and 424 nm.
Vitamin B prepared in example 1 with ammonium citrate as carbon and nitrogen source 1 Emission spectra of carbon quantum dots as a sulfur source at different excitation wavelengths are shown in fig. 5, which shows that the carbon quantum dots prepared in this example using ammonium citrate as a carbon source do not have wavelength dependence.
Vitamin B prepared as in example 1 with ammonium citrate as carbon and nitrogen source 1 The uv-vis spectrum of the carbon quantum dot as a sulfur source is shown in fig. 6, which shows that the carbon quantum dot prepared in this example using ammonium citrate as a carbon source has a strong absorption peak at 340 nm.
Vitamin B prepared in example 1 with ammonium citrate as carbon and nitrogen source 1 The state diagram of the carbon quantum dot solution as the sulfur source under natural light and ultraviolet lamp excitation is shown in fig. 7, and fig. 7 shows that the ammonium citrate carbon quantum dot solution is light yellow under natural light, and bright blue fluorescence can be seen under 373nm ultraviolet lamp excitation.
Vitamin B prepared as in example 1 with ammonium citrate as carbon and nitrogen source 1 An infrared image of carbon quantum dots as a sulfur source is shown in FIG. 8, 3155cm -1 Peaks at are-OH bond and H 2 Stretching vibration of N-669 cm -1 The peak at (A) is the bending vibration of the N-H bond, 1666cm -1 The peak at (b) is the stretching vibration of the C ═ O bond. 1574cm -1 And 1400cm -1 The two peaks are bending vibration of N-H and stretching vibration of C-N, 1055cm -1 And 769cm -1 The peaks at (A) are C-O stretching vibration and C-O bond bending vibration. Stretching vibration of the C-S bond results in 1184cm -1 A peak appears, confirming that the carbon dots are passivated by S heteroatoms.
Example 3
The tetracycline antibiotics are quantitatively detected by the nitrogen-sulfur double-doped carbon quantum dots prepared in the example 1.
The specific operation method comprises the following steps: mixing the prepared S, N-CDs with ultrapure water in 100ml volumetric flask to obtain 25 μ g/ml solution, and selecting aureomycin (CTC) as tetracycline antibiotics (TCs)Typical examples of detection. All detection tests were performed by recording the emission at 373nm excitation wavelength, recording the emission from 400nm to 600 nm. Briefly, in 1mL S, N-CDs (25. mu.g.ml) -1 ) 2mL of CTC (50. mu.g/mL) solution of the appropriate concentration was added to the solution, and a blank test was performed in the same manner except that the CTC was replaced with the same volume of ultrapure water. And measuring the fluorescence intensity of each prepared solution by using a fluorescence spectrophotometer, comparing the fluorescence intensity of each prepared solution with that of a blank carbon quantum dot aqueous solution, and comparing the quenching degree of aureomycin on the fluorescence intensity of the quantum dots.
Using ammonium citrate as carbon and nitrogen source, vitamin B 1 The fluorescence spectrum of the blank carbon quantum dot aqueous solution as a sulfur source is shown in FIG. 9. In example 1, ammonium citrate was used as a carbon and nitrogen source, vitamin B 1 The fluorescence intensity of the mixed carbon quantum dots as a sulfur source and chlortetracycline is shown in fig. 10, and the quenching degree of the mixed carbon quantum dots and chlortetracycline to the quantum dots is calculated according to the fluorescence intensity. Experimental results show that the effect of fluorescence quenching is obvious after the aureomycin reacts with S, N-CDs, and the fluorescence quenching rate is 61.1%.
Example 4
The specific operation method comprises the following steps: all the tests with TCs were carried out by recording the emission at 373nm excitation wavelength, recording the emission from 400 to 600nm, by mixing the prepared S, N-CDs with ultrapure water in a 100ml volumetric flask to give a solution with a concentration of 25. mu.g/ml. Briefly, in 1mL S, N-CDs (25. mu.g.ml) -1 ) To the solution was added 2mL of a tetracycline antibiotic (tetracycline (TC), aureomycin (OTC), oxytetracycline (CTC)) solution of an appropriate concentration, and blank tests were carried out in the same manner except that the same volume of ultrapure water was used in place of the tetracycline antibiotic (tetracycline (TC), aureomycin (OTC), oxytetracycline (CTC)). And measuring the fluorescence intensity of each prepared solution by using a fluorescence spectrophotometer, comparing the fluorescence intensity of each prepared solution with that of a blank carbon quantum dot aqueous solution, and comparing the quenching phenomenon of TCs on the fluorescence intensity of the quantum dots.
In example 1, ammonium citrate was used as a carbon and nitrogen source, vitamin B 1 The fluorescence intensity of the carbon quantum dots as sulfur source mixed with tetracycline antibiotics (tetracycline (TC), aureomycin (OTC), oxytetracycline (CTC)) is shown in FIG. 11, and the experimental results show that,the tetracycline antibiotics and S, N-CDs have obvious fluorescence quenching effect after the action.
Claims (5)
1. The preparation method of the sulfur-nitrogen double-doped carbon quantum dot is characterized by comprising the following steps: ammonium citrate as carbon-nitrogen source and vitamin B 1 Is a sulfur source and is prepared by a microwave-assisted hydrothermal synthesis method, and comprises the following steps:
(1) mixing ammonium citrate and vitamin B 1 Dissolving in ultrapure water, and stirring the solution until the solution is clear and transparent;
(2) transferring the obtained mixture into a microwave digestion tank and heating the mixture in a microwave digestion instrument for reaction;
(3) naturally cooling to room temperature, filtering, dialyzing, and collecting a product;
(4) freeze drying the collected product to obtain sulfur and nitrogen double-doped carbon quantum dot powder;
in the step (1), ammonium citrate and vitamin B 1 The weight ratio of: 1:0.25-1: 1.5;
programmed temperature rise control is adopted in the step (2): the initial temperature is room temperature, the temperature is raised to 90-130 ℃ within 5-20 minutes, the temperature is maintained at 90-130 ℃ for 3-15 minutes, then the temperature is raised from 90-130 ℃ to 150-.
2. The method for preparing the sulfur-nitrogen double-doped carbon quantum dot as claimed in claim 1, characterized in that:
in the step (3), the cut-off molecular weight of the dialyzed dialysis bag is 1000 Da.
3. The method for preparing the sulfur-nitrogen double-doped carbon quantum dot as claimed in claim 1, wherein the method comprises the following steps:
preparing the sulfur-nitrogen double-doped carbon quantum dot powder obtained in the step (4) into a sulfur-nitrogen double-doped carbon quantum dot solution, wherein the concentration of the sulfur-nitrogen double-doped carbon quantum dot solution is 25-3 mug/mL.
4. Use of the sulfur and nitrogen double-doped carbon quantum dots prepared by the preparation method according to any one of claims 1 to 3 in tetracycline antibiotic detection for the purpose of non-disease diagnosis and treatment methods.
5. The use of claim 4, wherein the tetracycline antibiotic is one or more of tetracycline, chlortetracycline or oxytetracycline.
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| CN112920797B (en) * | 2021-03-25 | 2022-03-11 | 广东工业大学 | N, S-doped water-soluble carbon quantum dot and application thereof |
| CN115367734A (en) * | 2022-03-30 | 2022-11-22 | 天津万象恒远科技有限公司 | Chiral carbon quantum dot and synthesis method and application thereof |
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