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Supramolecular material, preparation method and application thereof

A supramolecular and reactive technology, applied in the field of materials, can solve the problems of structural flexibility, poor stability, limited application scope, weakened fluorescence, etc., and achieve the effects of being conducive to large-scale industrial production, simple preparation method, and stable structure.

Active Publication Date: 2021-07-27
GUANGZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional organic fluorescent materials have an obvious defect: fluorescent molecules emit strong light in dilute solutions, but in the aggregated state, due to π–π stacking, the fluorescence will be weakened or even quenched.
[0003] However, most of the AIE molecules reported so far are small molecules, and coordination supramolecules with AIE effect are rare. A rosette-shaped two-dimensional supramolecular structure containing tetraphenylethylene groups has been reported in the literature, but its structure is flexible, Poor stability, which limits the scope of application

Method used

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  • Supramolecular material, preparation method and application thereof
  • Supramolecular material, preparation method and application thereof
  • Supramolecular material, preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0058] A kind of supramolecular material, is made of the unit structure shown in formula (V), and described supramolecular material is cage shape;

[0059]

[0060] The preparation method of above-mentioned supramolecular material, comprises the following steps:

[0061] (1) Preparation of 2,3,6,7-tetrabromothianthrene

[0062]

[0063] Add thianthrene (3.24g, 15mmol) and 20mL glacial acetic acid into a three-necked flask, slowly add liquid bromine (19.2g, 120mmol) under nitrogen protection, react at a constant temperature of 100°C for 24h, and add 100mL of sodium bisulfite solution after cooling the solution Excess liquid bromine was quenched with CH 2 Cl 2 The extraction was washed with water, and the organic phase was washed with anhydrous MgSO 4 After drying, the solvent was rotary evaporated to obtain a crude product, which was recrystallized from n-hexane to obtain a white solid (3.21 g, 46%). 1 H NMR (500MHz, CDCl 3 ,300K,ppm):δ7.63(s,4H,Ph...

Embodiment 2

[0076] A supramolecular material consisting of a unit structure shown in formula (VI), the supramolecular material being cage-like;

[0077]

[0078] The preparation method of above-mentioned supramolecular material, comprises the following steps:

[0079] (1) Preparation of 2,3,6,7-tetrabromothianthrene

[0080]

[0081] Add thianthrene (3.24g, 15mmol) and 20mL glacial acetic acid into a three-necked flask, slowly add liquid bromine (19.2g, 120mmol) under nitrogen protection, react at a constant temperature of 100°C for 24h, and add 100mL of sodium bisulfite solution after cooling the solution Excess liquid bromine was quenched with CH 2 Cl 2 The extraction was washed with water, and the organic phase was washed with anhydrous MgSO 4 After drying, the solvent was rotary evaporated to obtain a crude product, which was recrystallized from n-hexane to obtain a white solid (3.21 g, 46%). 1 H NMR (500MHz, CDCl3, 300K, ppm): δ7.63 (s, 4H, PhH). 13 C NM...

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Abstract

The invention belongs to the technical field of materials, and particularly relates to a supramolecular material, a preparation method and application thereof. The supramolecular material comprises a unit structure as shown in a formula (I) and / or a formula (II), and is cage-shaped, wherein in the formula, R is a hydrogen atom, an ether chain, an alkyl chain or a polyaromatic hydrocarbon chain, and M is a transition metal ion. The supramolecular material provided by the invention has an octahedral cage structure, is stable in structure, has aggregation-induced emission performance, and is wide in application range; and the preparation method of the supramolecular material is simple, mild in reaction condition and beneficial to large-scale industrialization.

Description

technical field [0001] The invention belongs to the field of material technology, and in particular relates to a supramolecular material and its preparation method and application. Background technique [0002] Organic fluorescent materials have important application value in fluorescence analysis, biological detection, chemical sensing, etc., so this material has aroused strong research interests of scientific researchers. Traditional organic fluorescent materials have an obvious defect: fluorescent molecules emit strong light in dilute solutions, but in the aggregated state, due to π–π stacking, the fluorescence will be weakened or even quenched. This phenomenon is known as aggregation-induced fluorescence quenching (ACQ). In practical application, ACQ is very unfavorable, and people try various physical or chemical methods to solve this problem. However, many attempts have failed since aggregation is an intrinsic property of chromophores. Later, some researchers discov...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00C09K11/06B01J31/22
CPCC08G83/008C09K11/06B01J31/1815C09K2211/188B01J2531/26Y02E10/549
Inventor 谢延正关钰明张哲
Owner GUANGZHOU UNIVERSITY
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