Ratio-sensing zinc ion fluorescent probe and preparation method and application thereof

A fluorescent probe and sensor-type technology, applied in the field of ion recognition, can solve the problems of non-specific recognition of zinc ions, etc., and achieve the effects of simple preparation method, high sensitivity, and simple synthesis process

Active Publication Date: 2020-08-28
SHANDONG UNIV OF TECH
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Problems solved by technology

[0006] Chinese patent CN201711073438 discloses a class of o-phenanthroline derivatives, zinc ion fluorescent probes and their applications. A conjugated fluorophore is introduced into the parent ring of o-phenanthroline with a single bond, and the prepared ratio-sensitive fluorescent probe It also shows the shift of fluorescence emission wavelength for other metal ions except zinc ions, especially cadmium ions of the same main group, so it is not a probe for specific recognition of zinc ions

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  • Ratio-sensing zinc ion fluorescent probe and preparation method and application thereof
  • Ratio-sensing zinc ion fluorescent probe and preparation method and application thereof
  • Ratio-sensing zinc ion fluorescent probe and preparation method and application thereof

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Embodiment 1

[0037] A ratio-sensitive zinc ion fluorescent probe, the preparation method of which is:

[0038] (1)N 2 Under protection, 1mmol of tetrakis(triphenylphosphine)palladium, 10mmol of 3,5-dibromobenzaldehyde, 25mmol of pyridine-4-boronic acid, and 125mmol of potassium carbonate were dissolved in a mixed solvent of 50mL of toluene, 50mL of ethanol and 50mL of water, and heated to reflux After 36h, the reaction was left to cool, 160mL of dichloromethane was extracted, the solvent was evaporated under reduced pressure, and column chromatography was purified (dichloromethane and methanol were mixed at a volume ratio of 80:1) to obtain 3,5-bis(4-pyridine ) Benzaldehyde, the productive rate is 90%;

[0039] (2) Dissolve 10mmol 1,10-phenanthroline-5,6-dione, 10mmol 3,5-bis(4-pyridine)benzaldehyde, 15mmol p-methylaniline, and 50mmol ammonium acetate in 40mL acetic acid, and heat to reflux reaction. Add 30mL deionized water to filter, wash the precipitate with water, and purify by colu...

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Abstract

The invention belongs to the technical field of ion recognition, and in particular relates to a ratio-sensing zinc ion fluorescent probe and a preparation method and application thereof. Its structural formula is as follows: can quantitatively detect the concentration of zinc ion, selectivity is good, sensitivity is high, and the detection limit of zinc ion is low; ‑Dibromobenzaldehyde, pyridine‑4‑boronic acid, potassium carbonate are added in the mixed solvent of toluene, ethanol and water, heating and reflux reaction, get 3,5-two (4-pyridine) benzaldehyde; 1,10-phenanthrene Roline-5,6-diketone, 3,5-bis(4-pyridine) benzaldehyde, p-toluene and ammonium acetate are dissolved in acetic acid, heated to reflux to obtain 2-(3,5-bis(4 -pyridyl)phenyl)-1-p-tolyl-1H-imidazo[4,5-f][1,10]phenanthroline; the synthesis process is simple and easy to realize, and the present invention also provides its application.

Description

technical field [0001] The invention belongs to the technical field of ion recognition, and in particular relates to a ratio-sensing zinc ion fluorescent probe and a preparation method and application thereof. Background technique [0002] Alzheimer's disease (AD) is a common chronic progressive neurodegenerative disease that mainly occurs in the elderly, and its typical pathological features include β-amyloid (Aβ) deposition to form senile plaques and neuronal Fibrillary tangles, cerebral amyloid angiopathy, and neuronal apoptosis. Due to the lack of effective treatment methods, AD has become the fourth fatal disease that endangers human health after heart disease, cancer and stroke in developed countries. In recent years, studies have found that metal ions, especially zinc ions (Zn 2+ ) plays a key role in the deposition of Aβ in the brain and participates in the pathogenesis of AD. Therefore, it is of great significance to detect the concentration of zinc ions. [0003...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/14C09K11/06G01N21/64
Inventor 纪洪芳申亮徐昊秦洁王萌谢龙妍张宇龚畅达杜秀丽
Owner SHANDONG UNIV OF TECH
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