An enhanced fluorescent probe, its preparation method and its application in the detection of formaldehyde
A fluorescent probe, enhanced technology, used in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve problems such as detection selectivity and poor sensitivity
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Embodiment 1
[0018]
[0019] 330.1 mg of compound 1 (1.1 mM) was dissolved in 18 ml of THF under ice-bath conditions, and 831.1 mg of p-nitrobenzaldehyde (5.5 mM) and 345.6 mg of sodium cyanoborohydride (5.5 mM) and 660 mg of acetic acid ( 11.0mM), remove the ice bath, stir at room temperature, and protect with nitrogen. Reaction more than 10h. After the reaction, the reaction solution was removed by a vacuum rotary evaporator to remove the solvent to obtain a crude product, and a silica gel (200-300 mesh) chromatography column was carried out with ethyl acetate and petroleum ether at a volume ratio of 12:1 as eluents. Purification afforded 180.1 mg of white solid (37.4% yield).
Embodiment 2
[0021]
[0022] 100.4mg of compound 1 (0.34mM) was dissolved in 8ml of THF under ice-bath conditions, and 256.9mg of p-nitrobenzaldehyde (1.70mM) and 128.2mg of sodium cyanoborohydride (2.04mM) and 360.3mg of Acetic acid (6.0mM), remove the ice bath, stir at room temperature, nitrogen protection. Reaction more than 10h. After the reaction, the reaction solution was removed by a vacuum rotary evaporator to remove the solvent to obtain a crude product, and a silica gel (200-300 mesh) chromatography column was carried out with ethyl acetate and petroleum ether at a volume ratio of 12:1 as eluents. Purification afforded 29.5 mg of white solid (20.1% yield).
Embodiment 3
[0024]
[0025] 175.5mg of compound 1 (0.59mM) was dissolved in 14ml of THF under ice-bath conditions, and 624.5mg of p-nitrobenzaldehyde (4.13mM) and 259.5mg of sodium cyanoborohydride (4.13mM) and 474.4mg of Acetic acid (7.9mM), remove the ice bath, stir at room temperature, nitrogen protection. Reaction more than 10h. After the reaction, the reaction solution was removed by a vacuum rotary evaporator to remove the solvent to obtain a crude product, and a silica gel (200-300 mesh) chromatography column was carried out with ethyl acetate and petroleum ether at a volume ratio of 12:1 as eluents. Purification afforded 74.1 mg of white solid (29.1% yield).
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