Rhodamine-based fluorescent probe for H2O2 and synthetic method of probe
A fluorescent probe, H2O2 technology, applied in the field of fluorescent probe materials and its preparation, can solve the problems of poor selectivity, short excitation wavelength of fluorescent probes, poor water solubility, etc., and achieve low cost, good water solubility and biocompatibility , easy-to-operate effect
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Embodiment 1
[0026] Step 1: Synthesize rhodamine B lactam intermediate, weigh 2g of rhodamine B dye, dissolve it in 15mL of absolute ethanol solvent, then add 5mL of ethylenediamine solution into the rhodamine B solution drop by drop, and heat to 50°C , reflux reaction for 6h, during the reaction, the solution changed from purplish red to orange yellow, and rhodamine B lactam intermediate was obtained;
[0027] Step 2: Synthesis of rhodamine base H 2 o 2 Fluorescent probe, weigh 0.5012g (1.00mmol) rhodamine B lactam, dissolve rhodamine B lactam in absolute ethanol, then add 4-bromomethylphenylboronic acid pinacol ester solution dropwise to rhodamine Add catalyst to the lactam solution, heat to 60-85°C, reflux, track with thin layer chromatography until the end of the reaction, after the end of the reaction, separate and purify by column chromatography to obtain the target compound.
[0028] Synthesis of Rhodamine H 2 o 2 Fluorescent probe, weigh 0.5012g (1.00mmol) rhodamine B lactam, d...
Embodiment 2
[0030] Such as figure 2 As shown, add 5 times the equivalent of PO to the probe solution 4 3- , Cl - 、Br - , NO 3 - , NO 2 - , SO 4 2- 、Ac - , ClO 3 - , I - , CO 3 2- When ionized, the probe solution is colorless, and the fluorescence intensity at 580nm does not change. It can be seen that the probe maintains its original structure and can exist stably in these solution systems. When H is added to the probe solution 2 o 2 After that, the solution changed from colorless to red, and the fluorescence intensity at 580nm was obviously enhanced, and a strong emission peak appeared. This is due to H 2 o 2 Reaction with the probe causes the rhodamine helix to open, resulting in fluorescence emission.
Embodiment 3
[0032] Such as image 3 As shown, taking the fluorescence intensity at the position of the maximum emission peak as the ordinate, and the metal ion as the abscissa, first add 5 times the equivalent of interference ions (PO 4 3- , Cl -、Br - , NO 3 - , NO 2 - , SO 4 2- 、Ac - , ClO 3 - , I - , CO 3 2- ), then add 3 times the equivalent of H 2 o 2 , the solution turns red immediately from the colorless state, and its fluorescence intensity is tested. It can be seen from the figure that in the presence of other interfering ions, the probe is not sensitive to H 2 o 2 Still have good recognition ability.
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