Preparation method and application of a new fluorescent probe for identifying cadmium ions
By developing a new fluorescent probe BQBH, the problems of cumbersome, selectivity and low sensitivity of existing probe synthesis are solved, and efficient, economical and sensitive detection of cadmium ions are achieved, which is suitable for cadmium ion detection in the environment and in cells.
Patent Information
- Application Number
- CN202310160914.3
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2023-02-23
- Publication Date
- 2025-04-15
- Estimated Expiration
- 2043-02-23
AI Technical Summary
The existing probe synthesis steps for identifying cadmium ions are cumbersome, with low selectivity and sensitivity, resulting in reduced application.
A new fluorescent probe BQBH was developed, which was prepared by a four-step synthesis method, using compounds such as 8-hydroxyquinoline-2-formaldehyde, antho-aminophenol and nano-disulfite, combined with ethyl bromoacetate, hydrazine hydrate and benzaldehyde to form a fluorescent probe with high selectivity and sensitivity.
It realizes high selectivity and sensitivity detection of cadmium ions, simplified synthesis steps, economical raw materials, and is suitable for fluorescence imaging detection of cadmium ions in water environment and intracellular cadmium ions.
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Figure CN116239590B_ABST
Abstract
Description
Technical Field
[0001] The invention relates to a preparation method and application of a fluorescent probe. Background Art
[0002] As we all know, cadmium compounds, as highly toxic substances, can cause many irreversible damages to the environment and organisms. However, cadmium compounds are widely used as raw materials in certain fields, such as nickel-cadmium batteries, pigments and coatings, resulting in high exposure and pollution of cadmium in water, soil and air. At present, there is a lot of evidence that cadmium ions are easily absorbed and accumulated by living bodies, and their metabolic half-life is as long as 10-30 years. This may cause chronic and acute toxicity to the nervous system, kidneys and bones, leading to serious diseases such as cancer, renal dysfunction and osteomalacia. Therefore, cadmium is not only reported as a human carcinogen by the International Agency for Research on Cancer, but also listed as the seventh substance that endangers human health by the US Environmental Protection Agency. In view of the widespread existence of cadmium ions in daily life and its harm to human health, it is of great significance to determine the content of cadmium ions in environmental systems and life systems.
[0003] At present, the widely used methods for metal ion detection include atomic absorption spectroscopy, inductively coupled plasma mass spectrometry, electrochemical analysis, etc. However, these methods require expensive and complex instruments and skilled professionals in the process of detecting metal ions. The analysis process is cumbersome, the detection and analysis time is long, and the analysis cost is high. These are the shortcomings of the above analysis methods, which obviously do not meet the requirements of rapid on-site evaluation required by modern environmental monitoring. In recent years, the fluorescence detection and analysis method based on chemical sensors has attracted special attention. Due to the characteristics of high selectivity, high sensitivity, visual recognition, simple operation, and low intracellular toxicity, the fluorescence probe detection method is not only widely used in material detection, but also becomes an important tool for sensor analysis in environmental science and life science.
[0004] In recent years, many probes for identifying cadmium ions have been reported, but the synthesis steps of these probes are cumbersome, and the selectivity and sensitivity are low, which reduces the applicability of the probes. Based on this, the development of new fluorescent probes for detecting cadmium ions has important research value for the fluorescent imaging diagnosis and analysis of cadmium ions in the environment or life systems. Summary of the invention
[0005] The purpose of the present invention is to solve the problem that the synthesis steps of the existing probe for identifying cadmium ions are complicated, the selectivity and sensitivity are low, resulting in reduced applicability of the probe, and to provide a preparation method and application of a new fluorescent probe for identifying cadmium ions.
[0006] A novel fluorescent probe for identifying cadmium ions of the present invention is denoted as probe BQBH, and has the structural formula:
[0007]
[0008] A method for preparing a novel fluorescent probe (BQBH) for identifying cadmium ions is specifically completed by the following steps:
[0009] 1. Synthesis of Compound 1:
[0010] Dissolving 8-hydroxyquinoline-2-carboxaldehyde and o-aminobenzenethiol in N,N-dimethylformamide, adding sodium pyrosulfite, heating and stirring to obtain a reaction product; after the reaction product is cooled to room temperature, adding deionized water to the reaction product to obtain a light yellow precipitate; filtering the light yellow precipitate, washing, and drying to obtain compound 1;
[0011] 2. Synthesis of Compound 2:
[0012] Compound 1, ethyl bromoacetate and K2CO3 were added to acetonitrile, and heated to react to obtain a reaction product; the reaction product was cooled to room temperature, filtered, spin-dried, and then purified by a silica gel column to obtain a white solid, which is compound 2;
[0013] 3. Synthesis of Compound 3:
[0014] Compound 2 and hydrazine hydrate are added to anhydrous ethanol, heated under reflux for reaction, and after the reaction is complete, cooled to room temperature, the precipitate is filtered, washed, and dried to obtain compound 3;
[0015] 4. Preparation of compound BQBH:
[0016] Compound 3 and benzaldehyde are added to anhydrous ethanol, heated under reflux for reaction, and after the reaction is complete, cooled to room temperature. The precipitate is filtered, washed, and dried to obtain compound BQBH, which is a new fluorescent probe for identifying cadmium ions.
[0017] The preparation reaction formula of a novel fluorescent probe (BQBH) for identifying cadmium ions of the present invention is as follows:
[0018]
[0019] A novel fluorescent probe for identifying cadmium ions is used for sensing and detecting the content of cadmium ions in a water environment system; the sensing detection is fluorescence detection, ultraviolet ratio detection or test paper detection.
[0020] A new fluorescent probe for recognizing cadmium ions is used for fluorescence imaging detection of cadmium ions in cells.
[0021] Principle of the present invention:
[0022] 1. The novel fluorescent probe BQBH for identifying cadmium ions prepared by the present invention can emit bright blue fluorescence under ultraviolet light. After the fluorescent probe BQBH reacts with cadmium ions, the charge transfer in the molecule changes after the cadmium ions coordinate with the nitrogen atoms on the probe, thereby causing the detection system to emit green fluorescence.
[0023] Second, the application of the novel fluorescent probe for identifying cadmium ions prepared by the present invention in the detection of heavy metal ions, that is, the fluorescence changes of different colors emitted before and after the cadmium ions bind to the probe are used as an important means to detect the concentration of cadmium ions;
[0024] 3. The application of the novel fluorescent probe for identifying cadmium ions prepared by the present invention in the detection of heavy metal ions can realize the naked eye visualization detection of cadmium ions by impregnating test paper;
[0025] 4. The novel fluorescent probe for identifying cadmium ions prepared by the present invention can be used for detecting heavy metal ions, that is, fluorescent diagnosis and identification of intracellular cadmium ions can be performed through cell fluorescence imaging technology.
[0026] Beneficial effects of the present invention:
[0027] First, the synthesis of the novel fluorescent probe for identifying cadmium ions prepared by the present invention only requires four steps to complete, and the raw materials are economical and the post-processing process is relatively simple;
[0028] Second, the present invention realizes the fluorescent sensing detection of cadmium ions by the probe, and has good selectivity, strong resistance to interference from other metal ions, and low detection limit; in addition, significant fluorescence color changes can be observed under ultraviolet light, and the concentration of cadmium ions can be quantitatively analyzed by the changes in the fluorescence color and intensity of the probe solution before and after the addition of cadmium ions. It is a fluorescent probe with color-changing sensing function; based on its specific and significant color change, the reagent can be used as a specific indicator of the presence of cadmium ions in the solution, and can be used for real-time qualitative and quantitative visual colorimetric detection;
[0029] Third, the present invention can also be applied to the fluorescent imaging recognition of cadmium ions in cells, so as to analyze the changes in cadmium ion concentration in cells. Therefore, the present invention is a simple, rapid and sensitive cadmium ion detection reagent, which has broad application prospects in the field of water sample environment and life system. BRIEF DESCRIPTION OF THE DRAWINGS
[0030] Figure 1 The infrared spectrum of the novel fluorescent probe for identifying cadmium ions prepared in Example 1;
[0031] Figure 2 The mass spectrum of the novel fluorescent probe for identifying cadmium ions prepared in Example 1;
[0032] Figure 3 The selectivity diagram of the new fluorescent probe for recognizing cadmium ions prepared in Example 1 to different metal ions;
[0033] Figure 4 The effect of coexisting ions on the determination of cadmium ions;
[0034] Figure 5 The new fluorescent probe for recognizing cadmium ions prepared in Example 1 was tested for different concentrations of Cd under DMF / H2O / C2H5OH. 2+ Fluorescence spectrum response diagram of
[0035] Figure 6 The novel fluorescent probe for recognizing cadmium ions prepared in Example 1 was tested for different concentrations of Cd under DMF / H2O / C2H5OH. 2+ UV spectral response diagram;
[0036] Figure 7 The fluorescence emission diagram of the novel fluorescent probe for recognizing cadmium ions prepared in Example 1 before and after adding cadmium ions under a 365nm ultraviolet lamp;
[0037] Figure 8 The test paper was placed in a solution containing the novel fluorescent probe for recognizing cadmium ions prepared in Example 1 and different concentrations of Cd 2+ Dip in the solution and use test paper to achieve naked eye visualization of cadmium ions;
[0038] Fig. 9 The novel fluorescent probe for recognizing cadmium ions prepared in Example 1 is applied to the fluorescent recognition of cadmium ions in living cells. DETAILED DESCRIPTION
[0039] Specific implementation method 1: This implementation method is a preparation method of a new fluorescent probe for identifying cadmium ions, which is specifically completed by the following steps:
[0040] 1. Synthesis of Compound 1:
[0041] Dissolving 8-hydroxyquinoline-2-carboxaldehyde and o-aminobenzenethiol in N,N-dimethylformamide, adding sodium pyrosulfite, heating and stirring to obtain a reaction product; after the reaction product is cooled to room temperature, adding deionized water to the reaction product to obtain a light yellow precipitate; filtering the light yellow precipitate, washing, and drying to obtain compound 1;
[0042] The reaction formula in step 1 is:
[0043]
[0044] 2. Synthesis of Compound 2:
[0045] Compound 1, ethyl bromoacetate and K2CO3 were added to acetonitrile, and heated to react to obtain a reaction product; the reaction product was cooled to room temperature, filtered, spin-dried, and then purified by a silica gel column to obtain a white solid, which is compound 2;
[0046] The reaction formula in step 2 is:
[0047]
[0048] 3. Synthesis of Compound 3:
[0049] Compound 2 and hydrazine hydrate are added to anhydrous ethanol, heated under reflux for reaction, and after the reaction is complete, cooled to room temperature, the precipitate is filtered, washed, and dried to obtain compound 3;
[0050] The reaction formula in step three is:
[0051]
[0052] 4. Preparation of compound BQBH:
[0053] Compound 3 and benzaldehyde were added to anhydrous ethanol, heated under reflux for reaction, and after the reaction was complete, cooled to room temperature, the precipitate was filtered, washed, and dried to obtain compound BQBH, which is a new fluorescent probe for identifying cadmium ions;
[0054] The reaction formula in step 4 is:
[0055]
[0056] Specific embodiment 2: This embodiment differs from specific embodiment 1 in that: the molar ratio of 8-hydroxyquinoline-2-carboxaldehyde, o-aminobenzenethiol and sodium pyrosulfite described in step 1 is 1:1:1.2; the mass ratio of 8-hydroxyquinoline-2-carboxaldehyde described in step 1 to the volume ratio of N,N-dimethylformamide is (0.5g-1g):(15mL-20mL). The other steps are the same as those in specific embodiment 1.
[0057] Specific embodiment 3: This embodiment is different from specific embodiment 1 or 2 in that: the heating reflux temperature in step 1 is 110° C., and the heating reflux time is 3 h to 4 h; in step 1, the light yellow precipitate is filtered, washed with deionized water 3 to 5 times, and finally dried to obtain synthetic compound 1. The other steps are the same as those in specific embodiment 1 or 2.
[0058] Specific embodiment 4: This embodiment differs from specific embodiments 1 to 3 in that: the molar ratio of compound 1, ethyl bromoacetate and K2CO3 in step 2 is 1:1:2; the mass ratio of compound 1 in step 2 to acetonitrile is (0.5 g to 1 g): (25 mL to 50 mL); the temperature of the heating reaction in step 2 is 90°C, and the reaction time is 2 h to 3 h. The other steps are the same as those in specific embodiments 1 to 3.
[0059] Specific embodiment 5: This embodiment differs from specific embodiments 1 to 4 in that: the volume ratio of the mass of compound 2 described in step 3 to anhydrous ethanol is (0.4 g to 0.5 g): (20 mL to 30 mL); the volume ratio of hydrazine hydrate to anhydrous ethanol in step 3 is (0.20 mL to 0.25 mL): (20 mL to 30 mL). The other steps are the same as those of specific embodiments 1 to 4.
[0060] Specific embodiment 6: This embodiment differs from specific embodiments 1 to 5 in that: the temperature of the heating reflux reaction in step 3 is 80°C, the reaction time is 6h to 7h, and anhydrous ethanol is used for washing 5 to 8 times in step 3. The other steps are the same as those in specific embodiments 1 to 5.
[0061] Specific embodiment 7: This embodiment differs from specific embodiments 1 to 6 in that: the molar ratio of compound 3 to benzaldehyde in step 4 is 1:1; the mass ratio of compound 3 to anhydrous ethanol in step 4 is (150 mg to 200 mg): (20 mL to 30 mL). The other steps are the same as specific embodiments 1 to 6.
[0062] Specific embodiment eight: This embodiment differs from specific embodiments one to seven in that: the temperature of the heating reflux reaction in step four is 80°C, the reaction time is 2h to 2.5h, and anhydrous ethanol is used for washing 5 to 8 times in step four. The other steps are the same as those in specific embodiments one to seven.
[0063] Specific implementation method nine: This implementation method is a new type of fluorescent probe for identifying cadmium ions and is used for sensing and detecting the content of cadmium ions in a water environment system; the sensing detection is fluorescence detection, ultraviolet ratio detection or test paper detection.
[0064] Specific implementation method ten: This implementation method is a new type of fluorescent probe for identifying cadmium ions and is used for fluorescent imaging detection of cadmium ions in cells.
[0065] The following examples are used to verify the beneficial effects of the present invention:
[0066] Example 1: A method for preparing a novel fluorescent probe for identifying cadmium ions is specifically completed by the following steps:
[0067] 1. Synthesis of Compound 1:
[0068] 8-Hydroxyquinoline-2-carboxaldehyde (0.97 g, 5.60 mmol) and o-aminobenzenethiol (0.60 mL, 5.60 mmol) were dissolved in 15 mL N,N-dimethylformamide (DMF), and sodium metabisulfite (1.28 g, 6.72 mmol) was added, and the mixture was stirred in an oil bath at 110° C. The reaction progress was monitored by TLC. After 3 h, a reaction product was obtained; after the reaction product was cooled to room temperature, cold deionized water was poured into the reaction product to obtain a light yellow precipitate; the light yellow precipitate was filtered, washed with deionized water 5 times, and dried to obtain compound 1 (1.22 g, yield: 78.3%);
[0069] The reaction formula in step 1 is:
[0070]
[0071] 2. Synthesis of Compound 2:
[0072] Compound 1 (0.50 g, 1.80 mmol), ethyl bromoacetate (0.20 mL, 1.83 mmol) and K2CO3 (1.28 g, 3.60 mmol) were added to 25 mL of acetonitrile, and the mixture was heated under reflux at 90°C for 2 h (TLC monitoring) to obtain a reaction product; the reaction product was cooled to room temperature, filtered, and dried by spin drying, and then separated and purified by silica gel column chromatography using ethyl acetate / petroleum ether (the volume ratio of ethyl acetate to petroleum ether was 3:7) as an eluent to obtain a white solid, namely compound 2 (0.45 g, yield: 68.6%);
[0073] The reaction formula in step 2 is:
[0074]
[0075] 3. Synthesis of Compound 3:
[0076] Compound 2 (0.44 g, 1.20 mmol) and hydrazine hydrate (0.25 mL, 6 mmol) were added to 20 mL of anhydrous ethanol, and the mixture was heated under reflux at 80°C for 6 h until the raw material point disappeared (TLC tracking reaction). After the reaction was complete, the mixture was cooled to room temperature, and the precipitate was filtered, washed with anhydrous ethanol 5 times, and dried to obtain compound 3 (0.29 g, yield: 73.7%).
[0077] The reaction formula in step three is:
[0078]
[0079] 4. Preparation of compound BQBH:
[0080] Compound 3 (158.6 mg, 0.45 mmol) and benzaldehyde (48.0 mg, 0.45 mmol) were added to 20 mL of anhydrous ethanol, and the mixture was heated under reflux at 80°C for 2.5 h. The reaction was detected by TCL plate. After the reaction was complete, the mixture was cooled to room temperature, and the precipitate was filtered, washed with anhydrous ethanol for 5 times, and dried to obtain compound BQBH (79.6%), which is a new fluorescent probe for identifying cadmium ions.
[0081] The reaction formula in step 4 is:
[0082]
[0083] Figure 1 The infrared spectrum of the novel fluorescent probe for identifying cadmium ions prepared in Example 1;
[0084] Figure 1 Medium 3190cm -1 The peak is assigned to NH, 1685 cm -1 The peak was assigned to C=O.
[0085] Figure 2 The mass spectrum of the novel fluorescent probe for identifying cadmium ions prepared in Example 1;
[0086] Figure 2 Theoretical calculation value: C 25 H 19 N4O2S + :439.1224[BQBH+H + ] + , measured value: 439.1228.
[0087] Example 1 Application of the novel fluorescent probe BQBH for identifying cadmium ions:
[0088] The novel fluorescent probe BQBH (0.0438 g) synthesized in Example 1 for recognizing cadmium ions was dissolved in DMF (100 mL) to prepare a mother solution, and then a solution with a concentration of 1×10 -5 mol / L, and its fluorescence selectivity to different metal ions was detected by spectrophotometer. Figure 3 The selectivity diagram of the new fluorescent probe for recognizing cadmium ions prepared in Example 1 to different metal ions;
[0089] from Figure 3 It can be seen that the probe BQBH (concentration of 1×10 -5mol / L) in DMF / H2O / C2H5OH (1 / 1 / 98, v / v / v) with an excitation wavelength of 350nm. The fluorescence emission spectrum changed significantly after the addition of cadmium ions, with the maximum emission wavelength red-shifted from 464nm to 497nm, while the addition of other metal ions had almost no change.
[0090] In order to further confirm that the coexistence of other metal ions does not affect the selectivity for cadmium ions, competitive fluorescence experiments were conducted. Figure 4 As shown;
[0091] exist Figure 4 Winning bid "Cd 2+ ” is 5.0×10 -5 mol / L of cadmium ions exist alone, and the rest are the fluorescence intensities of the system when the same concentration of cadmium ions coexist with various metal ions of the same concentration multiple. It can be seen from the figure that the presence of the above coexisting ions does not significantly change the detection results of the probe molecule for aluminum ions.
[0092] Different concentrations of cadmium ions were added to the solution, and the changes in fluorescence intensity and ultraviolet absorption intensity were detected. Figure 5 , Figure 6 As shown;
[0093] Example 1 A novel fluorescent probe for recognizing cadmium ions (concentration of 1×10 -5 mol / L) in DMF / H2O / C2H5OH (1 / 1 / 98, v / v / v) for different concentrations of Cd 2+ The fluorescence spectrum response diagram of Figure 5 As shown;
[0094] exist Figure 5 In the figure, the horizontal axis is wavelength (nm), the vertical axis is fluorescence intensity, and the excitation wavelength is 350nm. The cadmium ion concentration ranges from 0 to 5×10 -5 mol / L.
[0095] Example 1 A novel fluorescent probe for recognizing cadmium ions (concentration of 1×10 -5 mol / L) in DMF / H2O / C2H5OH (1 / 1 / 98, v / v / v) for different concentrations of Cd 2+ The UV spectral response diagram of Figure 6 As shown;
[0096] exist Figure 6 In the figure, the horizontal axis is the wavelength (nm) and the vertical axis is the ultraviolet absorption intensity. The cadmium ion concentration ranges from 0 to 5×10 - 5 mol / L.
[0097] The fluorescence emission diagram of the novel fluorescent probe for recognizing cadmium ions prepared in Example 1 before and after adding cadmium ions under a UV lamp at 365 nm is shown in FIG. Figure 7 As shown;
[0098] Depend on Figure 7 It can be seen that after adding cadmium ions, the solution changes from bright blue fluorescence to green fluorescence.
[0099] The naked eye visual detection of cadmium ions was achieved by dipstick test paper, that is, the test paper was dipped into a liquid containing probe BQBH (10 μM) and different concentrations of Cd 2+ (0-20μM) solution, take it out after two hours of immersion and dry it in the air. 2+ As the concentration increases, the test paper shows a visible color change from bright blue to green. Figure 8 This phenomenon shows that the probe BQBH can be loaded on the test paper to detect Cd 2+ Perform fluorescence colorimetric detection.
[0100] BQBH (10 μM) and Cd 2+ After co-incubation with HSC cells, green fluorescence emission in the cells can be observed by laser confocal fluorescence microscopy. Fig. 9 shown.
Claims
1. A method for preparing a fluorescent probe for identifying cadmium ions, characterized in that The preparation method is specifically completed according to the following steps:
1. Synthesis of Compound 1: Dissolving 8-hydroxyquinoline-2-carboxaldehyde and o-aminobenzenethiol in N,N-dimethylformamide, adding sodium pyrosulfite, heating and stirring to obtain a reaction product; after the reaction product is cooled to room temperature, adding deionized water to the reaction product to obtain a light yellow precipitate; filtering the light yellow precipitate, washing, and drying to obtain compound 1; 2. Synthesis of Compound 2: Compound 1, ethyl bromoacetate and K2CO3 were added to acetonitrile, and heated to react to obtain a reaction product; the reaction product was cooled to room temperature, filtered, spin-dried, and then purified by a silica gel column to obtain a white solid, which is compound 2; 3. Synthesis of Compound 3: Compound 2 and hydrazine hydrate are added to anhydrous ethanol, heated under reflux for reaction, and after the reaction is complete, cooled to room temperature, the precipitate is filtered, washed, and dried to obtain compound 3; 4. Preparation of compound BQBH: Compound 3 and benzaldehyde are added to anhydrous ethanol, heated under reflux for reaction, and after the reaction is complete, cooled to room temperature, the precipitate is filtered, washed, and dried to obtain compound BQBH, which is a fluorescent probe for identifying cadmium ions.
2. The method for preparing a fluorescent probe for identifying cadmium ions according to claim 1, wherein The molar ratio of 8-hydroxyquinoline-2-carboxaldehyde, o-aminobenzenethiol and sodium pyrosulfite described in step 1 is 1:1:1.2; the volume ratio of the mass of 8-hydroxyquinoline-2-carboxaldehyde described in step 1 to N,N-dimethylformamide is (0.5g~1g):(15mL~20mL).
3. The method for preparing a fluorescent probe for identifying cadmium ions according to claim 1, characterized in that The heating reflux temperature in step 1 is 110° C., and the heating reflux time is 3 h to 4 h. In step 1, the light yellow precipitate is filtered, washed with deionized water 3 to 5 times, and finally dried to obtain synthetic compound 1.
4. The method for preparing a fluorescent probe for identifying cadmium ions according to claim 1, characterized in that The molar ratio of compound 1, ethyl bromoacetate and K2CO3 described in step 2 is 1:1:2; the volume ratio of the mass of compound 1 described in step 2 to acetonitrile is (0.5g~1g):(25mL~50mL); the temperature of the heating reaction described in step 2 is 90°C, and the reaction time is 2h~3h.
5. The method for preparing a fluorescent probe for identifying cadmium ions according to claim 1, characterized in that The mass ratio of compound 2 described in step 3 to anhydrous ethanol is (0.4g~0.5g):(20mL~30mL); the volume ratio of hydrazine hydrate to anhydrous ethanol in step 3 is (0.20mL~0.25 mL):(20mL~30mL).
6. The method for preparing a fluorescent probe for identifying cadmium ions according to claim 1, characterized in that The temperature of the heating reflux reaction in step 3 is 80° C., and the reaction time is 6 h to 7 h. In step 3, anhydrous ethanol is used for washing 5 to 8 times.
7. The method for preparing a fluorescent probe for identifying cadmium ions according to claim 1, characterized in that The molar ratio of the compound 3 described in step 4 to benzaldehyde is 1:1; the mass ratio of the compound 3 described in step 4 to anhydrous ethanol is (150 mg~200 mg):(20 mL~30 mL).
8. The method for preparing a fluorescent probe for identifying cadmium ions according to claim 1, characterized in that The temperature of the heating reflux reaction in step 4 is 80° C., and the reaction time is 2 h to 2.5 h. In step 4, anhydrous ethanol is used for washing 5 to 8 times.
9. The use of a fluorescent probe for identifying cadmium ions prepared by the preparation method according to claim 1, characterized in that The prepared fluorescent probe for identifying cadmium ions is used for sensing and detecting the content of cadmium ions in a water environment system; the sensing detection is fluorescence detection, ultraviolet ratio detection or test paper detection.
10. Use of a fluorescent probe for identifying cadmium ions prepared by the preparation method according to claim 1, characterized in that The prepared fluorescent probe for recognizing cadmium ions is used as a detection reagent for non-diagnostic and therapeutic purposes to perform fluorescent imaging detection of cadmium ions in cells.
Citation Information
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