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Cationic water-soluble column [5] aromatic hydrocarbon and preparation thereof and application of cationic water-soluble column [5] aromatic hydrocarbon in silver ion detection serving as acceptor

A water-soluble column aromatic hydrocarbon, cation-type technology, applied in the field of cation detection, can solve problems such as poor water solubility and inability to identify silver ions, and achieve the effect of good solubility

Inactive Publication Date: 2015-03-25
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, most acceptor compounds have poor water solubility and can only perform ion recognition in the organic phase, and cannot recognize silver ions in the pure aqueous phase.

Method used

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  • Cationic water-soluble column [5] aromatic hydrocarbon and preparation thereof and application of cationic water-soluble column [5] aromatic hydrocarbon in silver ion detection serving as acceptor
  • Cationic water-soluble column [5] aromatic hydrocarbon and preparation thereof and application of cationic water-soluble column [5] aromatic hydrocarbon in silver ion detection serving as acceptor
  • Cationic water-soluble column [5] aromatic hydrocarbon and preparation thereof and application of cationic water-soluble column [5] aromatic hydrocarbon in silver ion detection serving as acceptor

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Embodiment Construction

[0038] The synthesis of the acceptor compound of the present application and its detection of Ag are below through specific examples. + Detailed description of the application work.

[0039] 1. Synthesis of acceptor compound cationic water-soluble pillararene:

[0040] (1) Synthesis of compound 1 (1,4-bis(4-bromobutoxy)benzene): Hydroquinone (2.2 g, 20.0 mmol) and 1,4-dibromobutane (17.28 g, 80.0 mmol), potassium carbonate (13.8 g, 100 mmol) and potassium iodide (0.83 g, 5 mmol) were added to 200 mL of acetone solution and refluxed for 72 hours under nitrogen protection. Then the reaction solution was poured into 300 mL of cold water, a white precipitate was formed, filtered, and washed with water to obtain a white solid. The resulting solid was purified by flash column chromatography (ethyl acetate / petroleum ether, 1:30, v:v) to give a white powdery solid (6.5 g, 86 %). m.p. 86 °C. 1 H NMR (400MHz, CDCl 3 ) δ (ppm): δ 6.81 (s, 4H), 3.94 (dd, J = 10.0, 5.8 Hz, 4H), 3.48...

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Abstract

The invention designs and synthesizes a cationic water-soluble column [5] aromatic hydrocarbon compound. The structure of the compound has a column frame containing five benzene rings, and five trimethylamine groups are respectively connected to upper and lower edges of the column frame. The compound is column aromatic hydrocarbon containing multiple recognition sites, has good solubility in water, and can be complexed with silver ions by cationic trimethylamine groups in a pure water phase to form a stable complex. Experiments indicate that in the water solution of the cationic water-soluble column aromatic hydrocarbon, only addition of Ag<+> is capable of remarkably reinforcing the ultraviolet absorption peak of the cationic water-soluble column aromatic hydrocarbon at 293nm, and addition of other cationic ions cannot change ultraviolet absorption of the cationic water-soluble column aromatic hydrocarbon at 293nm in the water solution. Therefore, the column aromatic hydrocarbon has a good selective ultraviolet recognition capability for Ag<+>, can be used as an Ag<+> acceptor molecule to detect silver ions in a pure water phase. Titration experiments indicate that the lowest detection limit of column aromatic hydrocarbon for Ag<+> is 1.25*10<-5>M.

Description

technical field [0001] The present invention relates to a kind of pillar arene compound, relate in particular to a kind of cationic water-soluble pillar [5] arene and its preparation method; The invention relates to an application in ions, and belongs to the technical field of cation detection. Background technique [0002] The novel macrocyclic main molecule pillararene was reported for the first time in 2008, which aroused intense research interest of scientists all over the world. Its host-guest bonding and self-assembly behavior with guest molecules have become research hotspots. At the same time, as a new type of host molecule, it has also become a research hotspot in recent years by combining with inorganic nanomaterials to exhibit new functions. Compared with calixarene, pillararene, which is a new type of macrocyclic main molecule, has a more symmetrical columnar structure, so it is named "pillararene". Because the derivatization of pillararene is relatively easy,...

Claims

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Application Information

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IPC IPC(8): C07C217/20C07C213/02G01N21/33
Inventor 魏太保吴贵渊林奇姚虹张有明
Owner NORTHWEST NORMAL UNIVERSITY
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