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A Metal-Organogel Based on Bilateral 8-Hydroxyquinoline Functionalized Pillar[5]arene and Its Synthesis and Application

A hydroxyquinoline, metal-organic technology, applied in the synthesis of supramolecular metal-organic gels, can solve the problems of long response time and single-stimulus response performance

Inactive Publication Date: 2021-09-03
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The stimuli-responsive intelligent actuator means that when the material is stimulated by changes in the external environment, such as light, electricity, humidity, temperature, pH, magnetic field, and ionic strength, the material will make a certain response (shape, color, or size) changes) devices, however, most of the current smart actuators only have a single stimulus response performance, and the response time is long

Method used

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  • A Metal-Organogel Based on Bilateral 8-Hydroxyquinoline Functionalized Pillar[5]arene and Its Synthesis and Application
  • A Metal-Organogel Based on Bilateral 8-Hydroxyquinoline Functionalized Pillar[5]arene and Its Synthesis and Application
  • A Metal-Organogel Based on Bilateral 8-Hydroxyquinoline Functionalized Pillar[5]arene and Its Synthesis and Application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Embodiment 1, the synthesis of DQP-AlG

[0046] 1. Synthesis of DQP

[0047] (1) Synthesis of intermediate M: Add 4mmol (0.8560g) of 1,4-dibromobutane, 4mmol (0.6641g) of potassium iodide and 400mL of acetone to a 250mL round bottom flask, stir at room temperature for 30 minutes, then add Anhydrous potassium carbonate 1mmol (0.1381g) and hydroquinone 1mmol (0.1105g), immediately with N 2 protection, the mixture was heated and refluxed at 60°C for 72 hours, suction filtered while it was hot, mixed with silica gel, spin-dried, and purified by column chromatography (petroleum ether: ethyl acetate = 50:1v / v), the obtained white The product is M. Yield: 91%, melting point: 85~86°C.

[0048] (2) Synthesis of P5C4 with four carbon pillars [5] aromatics on both sides: 5mmol (1.8901g) of intermediate M, 20mmol (2.7652g) of 1,4-dimethoxybenzene, and paraformaldehyde were added to a 250ml round bottom flask. 25mmol (0.7503g) and 250mL of 1,2-dichloroethane, stirred at room tem...

Embodiment 2

[0053] Embodiment two, metal gel DQP-AlG detects iron ion

[0054] On the metal gel DQP-AlG add Mg respectively 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+ Under the ultraviolet light, if the yellow-green aggregation state of the metal gel DQP-AlG induces fluorescence quenching, it means that the addition of Fe 3+ , otherwise other anions are added.

Embodiment 3

[0055] Embodiment three, DQP-AlG xerogel is used for Fe in water 3+ removal of

[0056] A certain amount of metal gel DQP-AlG was placed on a clean glass plate to dry naturally to obtain the xerogel of DQP-AlG. Weigh 0.3mg xerogel DQP-AlG and add 5.0mL Fe(ClO 4 ) 3 ・6H 2 Aqueous solution of O (C=1×10 -5 In M), after shaking for a period of time, centrifuge for 20 minutes with a high-speed centrifuge, and then absorb the supernatant. It was confirmed by inductively coupled plasma analysis that the Fe contained in the supernatant 3+ The concentration is 0.14mg / L, indicating that the Fe in the original solution 3+ At least 96.86% of the amount was removed.

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Abstract

The invention discloses a metal organogel based on a double-sided 8-hydroxyquinoline functionalized column [5] arene, which combines a double-sided 8-hydroxyquinoline functionalized column [5] arene with metal aluminum ions Al 3+ Added to DMSO‑H in a certain proportion 2 In O mixed solvents, a stable metal gel with yellow-green aggregation-induced fluorescence was formed. Under the stimuli of the external environment, the metal gel has multiple stimuli-responsive properties: when adding Fe to the metal gel 3+ , the aggregation state of the metal gel is destroyed, and the yellow-green aggregation state induces fluorescence quenching; when acid is added to the metal gel, the aggregation state of the metal gel is also destroyed, and the yellow-green aggregation state induces fluorescence quenching; When the temperature reaches the transsolution temperature, the yellow-green aggregate state of the metal gel induces fluorescence quenching. Therefore, the metal gel can be used as a stimuli-responsive material for the detection and removal of iron ions, as well as a fluorescent reversible switch for acid-base and temperature regulation.

Description

technical field [0001] The present invention relates to the synthesis of a supramolecular metal-organic gel, in particular to the synthesis of a metal-organic gel metal based on bilateral 8-hydroxyquinoline functionalized pillars [5] arene; the present invention also relates to the synthesis of the metal-organic gel Multiple stimulus response performance and its application. Background technique [0002] Supramolecular gels have gradually developed into a class of functional materials with broad application prospects. By designing the gel factor to have stimuli-responsive properties, the supramolecular gel can respond to conditions such as temperature, acid-base, and ion molecules. Most supramolecular gels utilize hydrogen bonding or molecular packing, but coordination bonds play an equally important role in supramolecular chemistry. With the continuous development of supramolecular gels, metal gels emerged as a new branch, and this type of gel system has gained more and m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D215/26C09K11/06G01N21/64
Inventor 张有明何俊霞林奇朱伟曲文娟房虎姚虹魏太保
Owner NORTHWEST NORMAL UNIVERSITY
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