Preparation and application of supermolecular sensor based on pillar [5] arene and pyridine functionalized naphthalene diformyl derivative

A naphthalene dicarboxyl derivative and functionalization technology, which is applied in the direction of instruments, analytical materials, scientific instruments, etc., can solve problems such as difficult detection and difficult detection

Inactive Publication Date: 2017-08-15
NORTHWEST NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in real life, various ions that are beneficial or harmful to the human body mostly exist in the water phase, and most of the reported organic compounds that can detect ions are hydrophobic, and it is difficult to detect ions in the water phase. ; and the fluoride ion has a large hydration energy, it is difficult to detect it in the water phase; and the supramolecular sensor that forms the host-guest complex through the self-assembly of the pillar arene host-guest complex detects iron ions and fluorine in the water phase Ions are rarely reported

Method used

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  • Preparation and application of supermolecular sensor based on pillar [5] arene and pyridine functionalized naphthalene diformyl derivative
  • Preparation and application of supermolecular sensor based on pillar [5] arene and pyridine functionalized naphthalene diformyl derivative
  • Preparation and application of supermolecular sensor based on pillar [5] arene and pyridine functionalized naphthalene diformyl derivative

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Embodiment 1, the synthesis of supramolecular sensor P5-B1

[0041] (1) Synthesis of the main compound P5: According to the literature [Y.Ma, X. Ji, F. Xiang, X. Chi, C. Han, J. He, Z. Abliz, W. Chen, F. Huang, Chem. Commun. 47 (2011) 12340] synthesis;

[0042] (2) Synthesis of guest compound B1: Pipette 15ml of DMF into a 100ml beaker, add 0.5mol of 1,8-naphthalene dicarboxylic anhydride and 0.55mol of 4-aminopyridine respectively, heat to 140°C for 72h, and spin evaporate The solvent was removed, and pure crystallization was performed with DMF and ethanol to obtain a brown solid, which was the guest compound B1—pyridine functionalized naphthaloyl derivative. Yield: 76%; M.P. 220°C.

[0043] (3) Synthesis of supramolecular sensor P5-B1: in 5mlH 2 O-DMSO system (H 2 The volume ratio of O to DMSO is 1:8), add 0.5mM host compound P5 and 0.5mM guest compound B1, and self-assemble complex (that is, first add 0.5mM host compound P5 to 5mlH 2 In the O-DMSO system, oscill...

Embodiment 2

[0045] Embodiment 2, fluorescence recognition Fe 3+

[0046] Pipette 1ml (0.2mM) H of supramolecular sensor molecule P5-B1 2 O-DMSO solution in a series of cuvettes, add 2ml Mg 2+ , Ca 2+ , Cr 3+ , Fe 3+ ,Co 2+ , Ni 2+ , Cu 2+ , Zn 2+ , Ag + , Cd 2+ , Hg 2+ , Pb 2+ , Ba 2+ , Al 3+ , La 3+ and Eu 3+ Aqueous solution (1.0mol / L), if the fluorescence of the sensor molecule is quenched, it means that the addition of Fe 3+ , if the fluorescence of the sensor molecule is not quenched, it means that the addition of Fe is not 3+ .

Embodiment 3

[0047] Embodiment 3, continuous fluorescence recognition Fe 3+ , F -

[0048] Pipette 1ml (0.2mM) H of supramolecular sensor molecule P5-B1 2 Add 2ml of Fe to a series of cuvettes in O-DMSO solution 3+ aqueous solution, the supramolecular sensor P5-B1Fe will be obtained.

[0049] Move the obtained sensor molecule P5-B1Fe evenly to a series of cuvettes, add Cl - , Br - , I - , F - , AcO - , H 2 PO 4 - , HSO 4 - , SCN - , CN - and ClO 4 - Aqueous solution (2×10 -5 mol / L), if the fluorescence of the sensor molecule recovers, it means that F - , if the fluorescence of the sensor molecule does not change, it means that the addition of F - .

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Abstract

The invention designs and synthesizes a novel supermolecular sensor P5-B1. Pillar [5] arene P5 is adopted as a subject, a pyridine functionalized naphthalene diformyl derivative B1 is adopted as an object, the subject and the object are complexed in a H2O-DMSO system, the object B1 penetrates into a molecular cavity of the object P5 so as to form the supermolecule P5-B1, the supermolecular sensor can be coordinated with Fe3+ to form a supermolecular sensor complex P5-B1Fe, and fluorescence quenching is carried out at the same time, so that supermolecular sensor can be applied in single selective fluorescent recognition of the Fe3+, and the lowest limit of detection is 5.01*10<-7>. F- is added in the sensor complex P5-B1Fe, and green fluorescence of the sensor complex is recovered, so that the F- can be efficiently selected and recognized, and the lowest limit of detection is 4.07*10<-6>. In addition, competitiveness distinguishing complex can be also used as an 'ON-OFF-ON' type fluorescence switch, and the recognition performance has important application value in the ion recognition field.

Description

technical field [0001] The present invention relates to a supramolecular sensor based on pillar[5]arene, in particular to a supramolecular sensor based on pillar[5]arene as the main body and pyridine functionalized naphthalene dicarboxylic acid derivative as the object, which is formed by self-assembly complexation A preparation method of a supramolecular sensor; the present invention also relates to the application of the supramolecular sensor in single-selective fluorescent recognition of iron ions and continuous recognition of fluorine ions, belonging to the field of ion detection. Background technique [0002] Iron (Fe) is an indispensable trace element for the human body. It is an important component of hemoglobin, myoglobin and various enzymes. If iron is lacking in the body, it will affect the synthesis of hemoglobin and myoglobin, and make some enzymes , such as cytochrome C, ribonucleotide reductase, succinate dehydrogenase and other activities decreased. These enz...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00G01N21/64
CPCC08G83/008G01N21/643G01N2021/6432
Inventor 林奇樊彦青郑峰毛鹏鹏关晓文魏太保张有明姚虹
Owner NORTHWEST NORMAL UNIVERSITY
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