Novel magnesium ion fluorescent probe and its manufacturing method and application
A fluorescent probe and magnesium ion technology, applied in the field of metal ion fluorescent molecular probes, can solve problems such as interference with specific identification of magnesium ions, and achieve the effects of convenient identification results, simple identification operations, and simple and convenient post-processing
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Embodiment 1
[0033] The 2,6-diphenyl-4-benzo-15-crown 5-pyridine (DPPB15C5) involved in the present invention is synthesized by the following method:
[0034] 1) Synthesis of intermediate 1
[0035] 4-Formylbenzo15crown 5 (0.3g, 1mmol) and acetophenone (0.3g, 2.5mmol) were mixed in a 50ml round bottom flask, stirred in a water bath at 60°C, and 0.2ml of phosphorus oxychloride was slowly added dropwise . After reacting for 3 hours, the excess phosphorus oxychloride was removed by rotary evaporation, and the obtained brown-red oil was dissolved in 20ml of boiling absolute ethanol, and 0.2ml of 70%-72% perchloric acid solution was slowly added dropwise, and cooled to room temperature. An orange solid was obtained by suction filtration, washed with a large amount of ether, CH 2 Cl 2 / Et 2 O was recrystallized, and the obtained orange crystals were washed with ether. In this way, 0.24 g (yield: 41%) of the intermediate was obtained, which could be directly used in the next reaction.
[00...
Embodiment 2
[0039] Changes of Fluorescence Spectrum of DPPB15C5 Neutral Solution Added Alkali Metal / Alkaline Earth Metal Ions
[0040] DPPB15C5 was dissolved in acetonitrile to prepare a 0.01 mM probe solution, and 200 times of Li + , Na + , K + , Mg 2+ , Ca 2+ The perchlorate was added to the acetonitrile solution of the above-mentioned DPPB15C5 respectively, and the fluorescence emission spectrum change of the monitoring solution ( figure 1 ). The emission peak of the probe molecule in neutral solution was at 398nm. After adding various metal ions, the emission peaks were blue-shifted to varying degrees, accompanied by a weak decrease in fluorescence intensity. Under the neutral conditions, DPPB15C5 did not show specific recognition of magnesium ions.
Embodiment 3
[0042] Changes of Fluorescence Spectrum of DPPB15C5 Acidic Solution Added Alkali Metal / Alkaline Earth Metal Ions
[0043] Dissolve DPPB15C5 in acetonitrile to prepare a 0.01mM probe solution, gradually add 60% perchloric acid solution, a new absorption peak appears between 300-400nm in the ultraviolet absorption spectrum, and gradually increases with the addition of acid, On the fluorescence spectrum, the occurrence front of the probe at 398nm weakened gradually, and after adding 20 times of perchloric acid, the fluorescence was basically quenched completely ( figure 2 , 3). This fluorescence quenching process is due to the increase in the electron-withdrawing ability of pyridine after protonation, resulting in the intramolecular twisted charge transfer (TICT) of the probe molecule. 200 times the Li + , Na + , K + , Mg 2+ , Ca 2+ The perchlorate was added to the acidic acetonitrile solution of the above-mentioned DPPB15C5 respectively, and the fluorescence emission spec...
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