A preparing method of N-(2,4-dinitrophenyl)rhodamine B-hydrazide and an application of the N-(2,4-dinitrophenyl)rhodamine B-hydrazide for detection of Cu(II)
A technology of dinitrophenylhydrazine and acid chloride, applied in chemical instruments and methods, measuring devices, color/spectral characteristic measurement, etc., can solve the problems of short absorption and emission wavelengths, poor sensitivity, and inability to distinguish significantly.
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Embodiment 1
[0032] Example 1, Preparation of optical sensor molecule N-(2,4-dinitrophenyl)-rhodamine B hydrazide (DNPRH)
[0033] The reaction process is as figure 1As shown, the specific method is as follows: Rhodamine B (Formula II, 400.0 mg, 0.90 mmol) was dissolved in 10 mL of 1,2-dichloroethane, and 0.8 mL of phosphorus oxychloride was slowly added dropwise thereto. The mixed system was heated to reflux for 4 h under stirring, and then the solvent was evaporated under reduced pressure to obtain rhodamine B acid chloride (formula III) in a purple-red oily state. The crude acid chloride was directly added to 10 mL of acetonitrile to form a solution without purification. Then, at room temperature (20-25°C), within 30min, the solution was added dropwise to 30mL 2,4-dinitrophenylhydrazine (0.60g, 3.0mmol) and triethylamine (1.6mL, 11.6mmol ) in acetonitrile solution. Stirring was continued for 6 h at room temperature (20-25° C.), and the solvent was distilled off under reduced pressure...
Embodiment 2
[0036] Embodiment 2, N-(2,4-dinitrophenyl)-rhodamine B hydrazide (DNPRH) is as analytical reagent to Cu 2+ Absorbance detection
[0037] 1. N-(2,4-dinitrophenyl)-rhodamine B hydrazide on Cu 2+ Sensitivity for absorbance detection
[0038] Add 500 μL of reagent—N-(2,4-dinitrophenyl)-rhodamine B hydrazide ethanol solution (concentration 1mM) into a 50mL volumetric flask, dilute to 50mL with ethanol, and use it as a dilution of the mother liquor ( Concentration 10 μM). Take 3mL of the above mother liquor dilution respectively, and add an appropriate volume of Cu 2+ stock solution (CuCl 2 solution) (concentration 1mM), so that Cu in the system 2+ The concentrations were 1-15 μM (the concentration gradient was 1 μM). After reacting at room temperature (20-25° C.) for 40 minutes, transfer 3 mL of the reaction solution to a 1 cm quartz cuvette, and use ethanol as a blank to measure the ultraviolet absorption spectrum. image 3 for Cu 2+ The relationship between the concentrat...
Embodiment 3
[0041] Embodiment 3, N-(2,4-dinitrophenyl)-rhodamine B hydrazide (DNPRH) is as analytical reagent to Cu 2+ Perform fluorescence detection
[0042] 1. N-(2,4-dinitrophenyl)-rhodamine B hydrazide on Cu 2+ Sensitivity for fluorescence detection
[0043] Add 500 μL of reagent—N-(2,4-dinitrophenyl)-rhodamine B hydrazide ethanol solution (concentration 1mM) into a 50mL volumetric flask, dilute to 50mL with ethanol, and use it as a dilution of the mother liquor ( Concentration 10 μM). Take 3mL of the above mother liquor dilution respectively, and add an appropriate volume of Cu 2+ stock solution (CuCl 2 solution) (concentration 1mM), so that Cu in the system 2+ The concentrations were 1-15 μM (the concentration gradient was 1 μM). After reacting at room temperature (20-25° C.) for 40 minutes, the fluorescence spectrum of the reaction system was measured.
[0044] Figure 5 for Cu 2+ Concentration and reaction system fluorescence spectrum relationship diagram (reaction system...
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