Xanthene fluorescent dye molecular fluorescent probe as well as preparation method and application thereof
A technology of fluorescent dyes and fluorescent probes, which is applied in the field of xanthene fluorescent dye molecular fluorescent probes and its preparation, can solve the problems of poor cell research effect, easy photobleaching, and poor specific selectivity, and achieve a simple and easy preparation method , Economic and technical effects are obvious, and the effect of good biofilm permeability
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Embodiment 1
[0030] A Molecular Fluorescence Probe of Xanthene Fluorescent Dye 3 The preparation route for is as follows:
[0031] ,
[0032] Concrete preparation steps are as follows:
[0033] 1) Add 10 mL of 98 wt% sulfuric acid dropwise to 626 mg (2 mmol) of 2-(4-diethylamino-2-hydroxybenzoyl)benzoic acid and 1,5-dihydroxynaphthalene cooled in an ice-water bath 160 mg (1 mmol) of the mixed solution was heated in a dark oil bath, reacted at a temperature of 85 °C for 5 hours, and then cooled to room temperature to obtain a reaction solution;
[0034] 2) Pour the above reaction solution into 150 mL deionized water, stir and adjust to neutrality with saturated aqueous sodium bicarbonate solution, extract three times with 120 mL ethyl acetate, dry the organic phase with anhydrous sodium sulfate, distill under reduced pressure, and remove the solvent get crude product;
[0035] 3) Separation and purification by silica gel column chromatography to obtain the target product 13,15-(3',3''-d...
Embodiment 2
[0046] A preparation route of a xanthene fluorescent dye molecular fluorescent probe 1 is as follows:
[0047]
[0048] Concrete preparation steps are as follows:
[0049] 1) Add 10 mL of 98 wt% sulfuric acid dropwise to 626 mg (2 mmol) of 2-(4-diethylamino-2-hydroxybenzoyl)benzoic acid and 110 mg (1 mmol) in a mixed solution, heated in a dark oil bath, reacted for 5 hours at a temperature of 85 ° C, and then cooled to room temperature to obtain a reaction solution;
[0050] 2) Pour the above reaction solution into 150 mL deionized water, stir and adjust to neutrality with saturated aqueous sodium bicarbonate solution, extract three times with 120 mL ethyl acetate, dry the organic phase with anhydrous sodium sulfate, distill under reduced pressure, and remove the solvent get crude product;
[0051] 3) Separation and purification by silica gel column chromatography to obtain the target product 1 , is 478 mg of purple solid, the yield is 72%; melting point: > 300 ℃.
[00...
Embodiment 3
[0061] A preparation route of a xanthene fluorescent dye molecular fluorescent probe 2 is as follows:
[0062] ,
[0063] Concrete preparation steps are as follows:
[0064]1) Add 10 mL of 98 wt% sulfuric acid dropwise to 626 mg (2 mmol) of 2-(4-diethylamino-2-hydroxybenzoyl)benzoic acid and 2,6-dihydroxynaphthalene cooled in an ice-water bath 160 mg (1 mmol) of the mixed solution was heated in a dark oil bath, reacted at a temperature of 85 °C for 5 hours, and then cooled to room temperature to obtain a reaction solution;
[0065] 2) Pour the above reaction solution into 180 mL deionized water, stir and adjust to neutrality with saturated aqueous sodium bicarbonate solution, extract three times with 140 mL ethyl acetate, dry the organic phase with anhydrous sodium sulfate, distill under reduced pressure, remove the solvent get crude product;
[0066] 3) Separation and purification by silica gel column chromatography to obtain the target product xanthene fluorescent dye ...
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