A kind of coumarin Schiff base cu 2+ Fluorescent probe and its preparation method and application
A coumarin-based, fluorescent probe technology, used in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of high detection cost, poor selectivity, and narrow pH range, and achieve high anti-interference ability, The effect of low detection limit and high detection sensitivity
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Embodiment 1
[0043] Coumarin Schiff base Cu 2+ Preparation of fluorescent probes:
[0044] Synthesis of compound 3: 4.79g (or written as 10mmol) of 2-hydroxy-4-methoxybenzophenone (compound 2) was added to a dry 100mL single-necked flask, and 50mL of ethanol was added to dissolve it, and the 9mL of hydrazine hydrate (85%) was added dropwise, the reaction was stopped after continued magnetic stirring for 24h, and a white solid was obtained by filtration, which was thoroughly washed with ethanol to obtain 0.55g of a white solid of compound 3 with a yield of 24%.
[0045] Synthesis of Compound 5: Put 10g (61.6mmol) of 7-hydroxycoumarin (compound 4) and 4.8g (33.88mmol) of hexamethylenetetramine into a 100mL round bottom flask, add 30mL of acetic acid to dissolve, Heat to 90°C, stir and react for 8 hours to stop the reaction; cool down to 70°C, add 50mL of 1mol / L hydrochloric acid solution and stir to adjust the pH value to 2-5; add ice water, add ethyl acetate solvent extraction, and extract...
Embodiment 2
[0049] Coumarin Schiff base Cu 2+ Fluorescent probes for Cu 2+ Selective detection of:
[0050] Configure the coumarin Schiff base fluorescent probe dimethyl sulfoxide standard solution with a molar concentration of 1 mmol / L; and add a metal ion solution with a molar concentration of 10 mmol / L; detect the fluorescence of the solution within 15 seconds after stirring evenly Emission spectrum changes;
[0051] Among them, metal ions include: Zn 2+ , Pb 2+ , Ni + , Na + , Mn 2+ , Zn 2+ , Li + , K + , Hg 2+ , Fe 3+ , Fe 2+ , Cu 2+ , Cr 3 + , Co 2+ , Cd 2+ , Ca 2+ , Ba 2+ , Al 3+ , Ag + ;
[0052] Such as Figure 4 As shown, the fluorescent probe has a strong emission peak at 548nm, when adding Cu 2+ After that, the fluorescent probe solution has almost no emission peak at 548nm, however, adding other ions, such as Al 3+ , Pb 2+ , Ni + , Na + , Mn 2+ , Zn 2+ , Li + , K + , Hg 2 + , Fe 3+ , Fe 2+ , Mg 2+ , Cr 3+ ,Co 2+ , Cd 2+ , Ca 2+ , Ba 2...
Embodiment 3
[0054] Coumarin Schiff base Cu 2+ Fluorescent probes for Cu 2+ Fluorescence titration experiment:
[0055] Configure the coumarin Schiff base Cu with a molar concentration of 1mmol / L 2+ Fluorescent probe dimethyl sulfoxide standard solution 3100ml; divided into 31 equal parts on average, add equivalents of 0eq, 0.05eq, 0.1eq, 0.15eq, 0.2eq, 0.25eq, 0.3eq to the 1st to 31st equal parts respectively , 0.35eq, 0.4eq, 0.45eq, 0.5eq, 0.55eq, 0.6eq, 0.65eq, 0.7eq, 0.75eq, 0.8eq, 0.85eq, 0.9eq, 0.95eq, 1.0eq 1.05eq, 1.1eq, 1.15eq , 1.2eq, 1.25eq, 1.3eq, 1.35eq, 1.4eq, 1.45eq, 1.5eq of Cu 2+ , stirred evenly and detected the fluorescence emission spectrum of each sample within 15s, the results were as follows Figure 5 shown by Figure 5 It is known that with Cu 2+ As the concentration increases gradually, the fluorescence intensity of the probe solution at 548 nm also decreases gradually. When Cu 2+ When the concentration reaches 1.5 times of the probe concentration, i.e. 1.5m...
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