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Quinoline-modified pillararene and preparation thereof and application thereof in performing fluorescence detection on CN<-> in water-containing system

A technology for fluorescence detection and column aromatics, which can be used in fluorescence/phosphorescence, luminescent materials, measuring devices, etc., and can solve problems such as inability to detect

Inactive Publication Date: 2015-12-09
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, many receptor molecules cannot efficiently detect CN from numerous anions in aqueous systems. - , such as F ? , AcO ? , and H 2 PO 4 – , because they follow CN - easily form hydrogen bonds
Therefore, CN can be detected in a single way in the aqueous system. - still a challenging job

Method used

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  • Quinoline-modified pillararene and preparation thereof and application thereof in performing fluorescence detection on CN&lt;-&gt; in water-containing system
  • Quinoline-modified pillararene and preparation thereof and application thereof in performing fluorescence detection on CN&lt;-&gt; in water-containing system
  • Quinoline-modified pillararene and preparation thereof and application thereof in performing fluorescence detection on CN&lt;-&gt; in water-containing system

Examples

Experimental program
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Effect test

Embodiment 1

[0029] Embodiment 1, the preparation of the columnarene modified by quinoline

[0030] (1) Synthesis of intermediates: Take p-hydroxyanisole (2.48g, 20mmol), potassium carbonate (8.4g, 60mmol), potassium iodide (3.3g, 20mmol), 1,4-dibromobutane (17.3g, 80mmol) and acetone (400mL), added to a 500mL round-bottomed flask, refluxed at 60°C for 72h, suction filtered after the reaction, and separated by column chromatography (petroleum ether / ethyl acetate (v / v)=50:1) , to obtain a white solid intermediate (12.8g, yield 65%).

[0031] 1 HNMR (600MHz, CDCl 3 )δ6.83(s,4H),3.94(t, J =6.1Hz,2H),3.83–3.69(m,3H),3.48(t, J =6.7Hz, 2H), 2.11–2.00(m, 2H), 1.97–1.84(m, 2H).

[0032] (2) Synthesis of unilateral column 5 aromatics: take the intermediate (1.32g, 5mmol), p-xylylene dimethyl ether (2.76g, 20mmol), add to 80mL1,2-dichloroethane, stir to dissolve, add Paraformaldehyde (0.75g, 25mmol), boron trifluoride diethyl ether (3.2mL, 25mmol), react at room temperature for 1h; after the r...

Embodiment 2

[0038] Example 2, quinoline-modified columnarene fluorescence monitoring CN -

[0039] The quinoline-modified pillararene was configured into an acceptor solution (2×10 -4 mol / L), respectively take 5mL of the receptor solution in a series of 10mL colorimetric tubes, and the solution has no fluorescence. Add F to the colorimetric tube respectively - , Cl - 、Br - , I - 、AcO - 、H 2 PO 4 - 、HSO 4 - , ClO 4 - 、CN - 、SCN - DMSO solution (0.01mol / L) 0.5mL. If the fluorescence of the acceptor solution is turned on and produces a strong yellow-green fluorescence, it means that CN is added. - ; If there is no fluorescence in the acceptor solution (fluorescence cannot be turned on), it means that the addition of CN is not - .

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Abstract

The invention discloses quinoline-modified pillararene which is obtained through a one-step etherification reaction of a bromine-alkylated 5-pillararene and 8-hydroxyquinoline. Due to the fact that new quinolyl groups are introduced to modify the alkoxy structures at the two ends of the pillararene, the pillararene can achieve the good fluorescence property, and therefore the pillararene can serve as a good fluorescence sensor to be applied to detection of anions. Fluorescence emission spectrum experiments show that in a DMSO / H2O system (the volume percentage of H2O is 20-25%), when the concentration of the quinoline-modified pillararene is more than 2*10<-4>mol / L, the quinoline-modified pillararene can perform fluorescence identification on CN<-> specifically and selectively and has the high sensitivity.

Description

technical field [0001] The present invention relates to a functionalized pillar arene, in particular to a quinoline-modified pillar arene and its preparation; colleagues of the present invention also relate to the fluorescence detection of the quinoline-modified pillar arene in an aqueous system - The application of the invention belongs to the technical field of macromolecule and the technical field of anion detection. Background technique [0002] Cyanides such as sodium cyanide are among the most potent, fast-acting poisons known. Cyanide is very easily absorbed by the human body, and can enter the human body through the mouth, respiratory tract or skin. Under the dissociation of gastric acid, it can be immediately hydrolyzed into hydrogen cyanide and absorbed. After entering the blood circulation, the Fe of cytochrome oxidase in the blood 3+ with CN - Combining to produce cyanide ferricytochrome oxidase, which loses the ability to transfer electrons, interrupts the re...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/26C09K11/06G01N21/64
CPCC07D215/26C09K11/06C09K2211/1011C09K2211/1029G01N21/643
Inventor 魏太保程晓斌李辉朱元荣张有明林奇
Owner NORTHWEST NORMAL UNIVERSITY
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