N, N'-di-[3- hydroxyl-4-(2- benzimidazole) phenyl] urea and application thereof as zinc ion fluorescent probe
A benzimidazole and fluorescent probe technology, applied in the field of fluorescent probes, can solve problems such as weak affinity, narrow working concentration range, and weak fluorescence, and achieve good reproducibility, high sensitivity and selectivity, and molecular plane good sex effect
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Embodiment 14-D
[0024] Embodiment 14-DHBIU synthesis process
[0025] (1) Synthesis of 2-(4-amino-2-hydroxyphenyl)benzimidazole (4-AHBI)
[0026] Add 10.8g (0.1mol) of o-diphenylamine and 15.1g (0.1mol) of 4-aminosalicylic acid into 100mL of polyphosphoric acid (PPA), and stir at 180°C for 4h under nitrogen protection, the reaction solution After cooling, dilute with a large amount of ice water, and then use NaOH solution and Na 2 CO 3 The solution was adjusted to neutrality, and a large amount of precipitate was precipitated, which was filtered to obtain a light yellow crude product, and then the product was quickly passed through a silica gel column with an eluent of ethyl acetate / dichloromethane=3 / 1 (V / V). After purification, the yield of 4-AHBI was 84%.
[0027] (2) Synthesis of N, N'-di-[3-hydroxyl-4-(2-benzimidazole)phenyl]urea (4-DHBIU)
[0028] Add 0.225g (1mmol) 4-AHBI and 0.099g (0.6mmol) carbonylimidazole (CDI) into 20mL toluene, stir and reflux under the conditions of drying a...
Embodiment 2
[0030] Use a 250mL volumetric flask to prepare 5×10 -7 mol / L 4-DHBIU acetonitrile solution, then take 10mL of this solution and add it into 18 10mL volumetric flasks to prepare 4×10 -4 mol / L, 5×10 -4mol / L, 1×10 -3 mol / L, 2.5×10 -3 mol / L, 4×10 -3 mol / L, 5×10 -3 mol / L, 1×10 -2 mol / L, 2.5×10 -2 mol / L, 4×10 -2 mol / L, 5×10 -2 mol / L, 1×10 -1 mol / L, 2.5×10 -1 mol / L, 4×10 -1 mol / L, 5×10 -1 mol / L, 1.0mol / L, 2.5mol / L, 4.0mol / L, 5.0mol / L Zn 2+ Aqueous solution, 20μL each was added to 18 10mL 4-DHBIU acetonitrile solutions, so that Zn 2+ Concentrations were 8×10 -7 mol / L, 1×10 -6 mol / L, 2×10 -6 mol / L, 5×10 -6 mol / L, 8×10 -5 mol / L, 1×10 -5 mol / L, 2×10 -5 mol / L, 5×10 -5 mol / L, 8×10 -5 mol / L, 1×10 -4 mol / L, 2×10 -4 mol / L, 5×10 -4 mol / L, 8×10 -4 mol / L, 1×10 -3 mol / L, 2×10 -3 mol / L, 5×10 -3 mol / L, 8×10 -3 mol / L, 1×10 -2 mol / L, shake well and let it stand for half an hour to measure the fluorescence spectrum. Take the ratio of the fluorescence peak area at 395nm ...
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