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Double-schiff-base based on naphthol, synthesis thereof and application thereof as fluorinion sensor molecular

A Schiff base and fluoride ion technology, applied in the field of anion detection, can solve the problems of low sensitivity, quenching response, complex synthesis, etc.

Inactive Publication Date: 2014-05-28
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the synthesis of most of the reported fluoride ion sensor molecules is complicated, and the response of polyfluorescence is quenched, and the sensitivity is low.
Therefore, it is still a great challenge to design and synthesize a highly selective and sensitive fluoride ion sensor.

Method used

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  • Double-schiff-base based on naphthol, synthesis thereof and application thereof as fluorinion sensor molecular
  • Double-schiff-base based on naphthol, synthesis thereof and application thereof as fluorinion sensor molecular
  • Double-schiff-base based on naphthol, synthesis thereof and application thereof as fluorinion sensor molecular

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Embodiment Construction

[0040] The preparation of the sensor molecule and the fluoride ion detection test paper of the present invention and the application in the detection of fluoride ion in drinking water will be further described below through specific examples.

[0041] 1. Preparation of sensor molecules

[0042] Add 10.0 mmol of 2-hydroxy-1-naphthaldehyde, 5.0 mmol of 1,4-butanediamine, 30 mL of absolute ethanol, and glacial acetic acid (0.5-1 mol) into a 50 mL reaction flask, and stir at reflux (85°C) for 24 hours. Cool and filter with suction to obtain a yellow solid, which is recrystallized from chloroform-ethanol to obtain the product.

[0043] Yield: 83%. m.p. 245-247℃, 1 H-NMR (d 6 -DMSO, 400 MHz) δ 12.2(s, 2H, -OH), 9.13 (s, 2H, =CH), 8.07~6.71 (m, 12H, -ArH), 3.73(m, 4H, =N-CH2) , 1.87~1.78 (m, 4H, -CH2). IR (KBr, cm -1 ) v: 3426(-OH), 3050(Ar-H), 1634(CH=N). MS: m / z: 395.57 [C 26 h 22 N 2 o 4 + H+]; Calcd for C 26 h 22 N 2 o 4 : 396.48.

[0044] 2. Preparation of fluorid...

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Abstract

The invention relates to double-schiff-base based on naphthol, synthesis thereof and application thereof as a fluorinion sensor molecule. The invention provides the fluorinion sensor molecule, namely the double-schiff-base based on naphthol, wherein the double-schiff-base is faint yellow and almost free of fluorescence in a dimethyl sulfoxide solution; when fluorinions are added into the solution, the solution emits stronger blue fluorescence at the position of 467 nm immediately, the ultraviolet absorption spectrum of the solution has a red shift of 20 nm, and meanwhile the solution becomes deep yellow immediately; when other negative ions are added in, the fluorescence and color of the solution with the sensor molecule are not changed almost, so that the sensor molecule can identity fluorinions through single fluorescence, and the identification process cannot be disturbed by the other negative ions. Through titration experimental determination, the minimum detection line of the sensor molecule to the fluorinions can reach 1.4*10<-8> mol / L, which is far lower than the detection standard of fluorinions in drinking water, thus the double-schiff-base can be used for detecting the content of the fluorinions in the drinking water.

Description

technical field [0001] The invention belongs to the technical field of anion detection, and relates to a fluoride ion sensor molecule-a naphthol-based bis-Sieffer base; the invention also relates to the synthesis method of the fluoride ion sensor molecule and its identification and detection of fluoride ions in the water phase specific applications. Background technique [0002] Fluorine is one of the essential trace elements for the human body, and plays an important role in the formation of human bones and teeth. Appropriate amount of fluorine can promote the calcification of teeth and bones, especially make the enamel form a hard and fine fluoroapatite surface protective layer, which can resist acid corrosion and prevent the occurrence of dental caries. Therefore, fluoride ion, as an important element, is widely used in the preparation of toothpaste and medicine to prevent dental caries. However, an average adult needs to absorb 2-3 mg of fluorine per day. If the intake...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/78G01N21/64G01N21/31
Inventor 林奇孙斌杨青平张有明魏太保
Owner NORTHWEST NORMAL UNIVERSITY
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