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Preparation method of trimesoyl hydrazone series derivatives and application of trimesoyl hydrazone series derivatives as probe molecules for identifying fluorine ions

A technology of trimesoyl hydrazone and trimesoyl hydrazone, applied in the field of trimesoyl hydrazone derivatives and preparation thereof, can solve problems such as few studies, and achieve the effects of simple process, high yield and convenient recycling and utilization

Inactive Publication Date: 2014-01-08
HENAN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, most of the reported compounds with fluoride ion selectivity are monopod ligand molecules, and the entire molecule has only one binding site for fluoride ions, and there are few studies on complex ratios.

Method used

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  • Preparation method of trimesoyl hydrazone series derivatives and application of trimesoyl hydrazone series derivatives as probe molecules for identifying fluorine ions
  • Preparation method of trimesoyl hydrazone series derivatives and application of trimesoyl hydrazone series derivatives as probe molecules for identifying fluorine ions
  • Preparation method of trimesoyl hydrazone series derivatives and application of trimesoyl hydrazone series derivatives as probe molecules for identifying fluorine ions

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Embodiment 1

[0032] The trimesoylhydrazone derivative has a molecular structure as shown in the following formula:

[0033]

[0034] Wherein R=H, which is a trimesoylhydrazone derivative a;

[0035] R=OH, is trimesoylhydrazone derivative b;

[0036]R=CH 3 O, is a trimesoylhydrazone derivative c.

[0037] The recognition receptor of the trimesoylhydrazone derivative of the present invention has been determined by elemental analysis and hydrogen nuclear magnetic resonance spectrum, and the results are as follows:

[0038] Trimellitichydrazone derivative a: white microcrystals, yield 91.15%, 1 H NMR (d 6 -DMSO): δ H 6.96 (t, 6H), 7.34 (t, 3H), 7.64 (d, 3H), 8.74 (t, 6H), 11.18 (s, 3H), 12.47 (s, 3H). Elemental analysis calcd for C 30 h 24 o 6 N 6 : C63.82%, H4.28%, O17.00%; Found: C63.56%, H4.18%, O17.09%.

[0039] Trimellitichydrazone derivative b: white microcrystals, yield 92.21%, 1 HNMR(d 6 -DMSO): δ H 6.35 (m, 6H), 7.34 (d, 3H), 8.60 (d, 6H), 9.97 (s, 3H), 11.33 (s, 3H),...

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Abstract

The invention relates to a preparation method of trimesoyl hydrazone series derivatives and application of the trimesoyl hydrazone series derivatives as probe molecules for identifying fluorine ions. The preparation method comprises the steps of dissolving trimesic acid, concentrated sulfuric acid and ethanol according to the mass ratio of 1:0.25:20 into ethanol, and refluxing for 48 hours to obtain a white product trimesic acid ethyl ester; dissolving trimesic acid ethyl ester, hydrazine hydrate and methanol according to the mass ratio of 1:0.5:5 into methanol, cooling reaction liquid to room temperature when points of raw materials do not exist on a thin-layer plate, and precipitating a large amount of white solid trimesoyl hydrazine; dissolving trimesoyl hydrazine and salicylaldehyde derivatives according to the molar ratio of 1:4.5 into a proper amount of methanol, adding p-toluenesulfonic acid serving as a catalyst, refluxing for 12 hours, and then cooling to room temperature to obtain fluorescent probe molecules.

Description

technical field [0001] The invention relates to a class of trimesoylhydrazone derivatives and a preparation method thereof, and also relates to the application of the derivatives as fluoride ion recognition acceptors. Background technique [0002] The interaction and mutual recognition between host and guest is one of the frontier topics in the research field of supramolecular chemistry. Anions play a vital role in medicine, the environment and life sciences. Designing and synthesizing receptor molecules with selective recognition functions for anions has become one of the current research hotspots, especially the establishment of a naked-eye recognition system due to detection Convenience and attention. Among the inorganic anions, fluoride ion is not only the smallest anion, but also has received special attention because of its relationship with dental diseases, osteoporosis and fluorosis. The currently reported fluoride ion recognition reagents have two forms: complexes...

Claims

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Application Information

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IPC IPC(8): C07C243/38C07C241/04G01N21/31G01N21/64
Inventor 贾磊王元徐君蔡红新吴伟娜闫玲玲
Owner HENAN POLYTECHNIC UNIV
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