Phenothiazine dye for detecting hypochlorite ions as well as preparation method and application thereof
A hypochlorite and phenothiazine technology, applied in the field of new organic small molecule fluorescent probes, can solve the problems of poor cell membrane penetration, poor water solubility, and low detection limit, and achieve high sensitivity, low cost, and fast response speed. Effect
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Embodiment 1
[0040] 1. the preparation method of phenothiazine fluorescent dye, the steps are as follows:
[0041] (1) Dissolve phenothiazine (20 g, 100 mmol) and ethyl bromide (21.79 g, 100 mmol) in 150 mL of DMSO solution. Sodium hydroxide (4.62 g, 120 mmol) was added at room temperature, and stirred at room temperature for 24 hours. After the reaction, the reaction mixture was poured into water and extracted with dichloromethane. The organic phase was collected and washed with anhydrous Na 2 SO 4 dry. The solvent was removed with a rotary evaporator, and the crude product was separated by silica gel column chromatography, using petroleum ether / dichloromethane (10 / 1; v / v) as the eluent to obtain 15.323 g of a white solid product with a yield of 82.0% .
[0042] (2) At 0°C and N 2 Atmosphere, POCl 3 (14.8g, 0.097mol) was added dropwise to anhydrous N,N-dimethylformamide (8.6g, 0.116mol). The solution was kept at 0° C. for 0.5 h, then the white solid product (6.8 g, 0.03 mol) obtai...
Embodiment 2
[0046] 1. the preparation method of phenothiazine fluorescent dye, the steps are as follows:
[0047] (1) Dissolve phenothiazine (20 g, 100 mmol) and ethyl bromide (16.342 g, 150 mmol) in 180 mL of DMSO solution. Sodium hydroxide (5 g, 130 mmol) was added at room temperature, and stirred at room temperature for 30 hours. After the reaction, the reaction mixture was poured into water and extracted with dichloromethane. The organic phase was collected and washed with anhydrous Na 2 SO 4 dry. The solvent was removed with a rotary evaporator, and the crude product was separated by silica gel column chromatography, using petroleum ether / dichloromethane (10 / 1; v / v) as the eluent to obtain 18.323 g of a white solid product with a yield of 83.0% .
[0048] (2) At 0°C and N 2 Atmosphere, POCl 3 (14.8g, 0.097mol) was added dropwise to anhydrous N,N-dimethylformamide (8.6g, 0.116mol). The solution was kept at 0° C. for 1 h, then the white solid product (6.8 g, 0.03 mol) obtained ...
Embodiment 3
[0052] 1. the preparation method of phenothiazine fluorescent dye, the steps are as follows:
[0053] (1) Dissolve phenothiazine (20 g, 100 mmol) and ethyl bromide (21.79 g, 200 mmol) in 200 mL of DMSO solution. Sodium hydroxide (5 g, 130 mmol) was added at room temperature, and stirred at room temperature for 36 hours. After the reaction, the reaction mixture was poured into water and extracted with dichloromethane. The organic phase was collected and washed with anhydrous Na 2 SO 4 dry. The solvent was removed with a rotary evaporator, and the crude product was separated by silica gel column chromatography, using petroleum ether / dichloromethane (10 / 1; v / v) as the eluent to obtain 19.323 g of a white solid product with a yield of 85.0% .
[0054] (2) At 0°C and N 2 Atmosphere, POCl 3 (14.8g, 0.097mol) was added dropwise to anhydrous N,N-dimethylformamide (8.6g, 0.116mol). The solution was kept at 0° C. for 1.5 hours, then the white solid product (6.8 g, 0.03 mol) obta...
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