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Supramolecular polymer material with aggregation-induced emission performance and stimuli-responsiveness and preparation method

A supramolecular polymer, aggregation-induced luminescence technology, applied in luminescent materials, chemical instruments and methods, etc., can solve problems such as large π conjugated structure, fluorescence quenching, etc., achieve mild reaction conditions, less environmental pollution, and synthetic routes simple effect

Active Publication Date: 2022-01-07
ZHONGBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Aiming at the deficiencies of the prior art, the present invention provides a supramolecular polymer material with aggregation-induced luminescent properties and stimuli responsiveness and a preparation method, which solves the problem of fluorescence quenching caused by the relatively large π-conjugated structure of traditional fluorescent materials. The problem

Method used

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  • Supramolecular polymer material with aggregation-induced emission performance and stimuli-responsiveness and preparation method
  • Supramolecular polymer material with aggregation-induced emission performance and stimuli-responsiveness and preparation method
  • Supramolecular polymer material with aggregation-induced emission performance and stimuli-responsiveness and preparation method

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Embodiment 1

[0043] Such as Figure 1-7 As shown, the embodiment of the present invention provides a supramolecular polymer material with aggregation-induced luminescent properties and stimuli responsiveness, and the supramolecular polymer material with aggregation-induced luminescent properties and stimuli responsiveness is set as S1, and the The synthesis path of S1 is:

[0044]

[0045] The structural formula of the S1 is:

[0046]

[0047] A method for preparing a supramolecular polymer material with aggregation-induced luminescent properties and stimuli responsiveness, comprising the following steps:

[0048] a. Dissolve 6-bromo-2-naphthol in trifluoroacetic acid, and mix 1,1,3,3-tetramethoxypropane with dry dichloromethane using a constant pressure drop funnel under stirring conditions The solution was slowly dropped into a round-bottomed flask. Under the protection of argon, the reaction was stirred at room temperature for 4-5 hours. After the reaction, saturated sodium bica...

Embodiment 2

[0068] 1), raw materials:

[0069] 6-Bromo-2-phenol naphthalene: 99%

[0070] Potassium Carbonate: 99%

[0071] Anhydrous Sodium Sulfate

[0072] Dichloromethane: analytically pure

[0073] Argon

[0074] Petroleum ether: rectification grade

[0075] 1,1,3,3-Tetramethoxypropane: 98%

[0076] 1,1-Dichloromethyl ether: 98%

[0077] Titanium tetrachloride: 98%

[0078] 2), 6-bromo-2-phenol naphthalene (10g, 45mmol) was dissolved in trifluoroacetic acid (30ml), and under stirring conditions, 1,1,3,3-tetramethoxy The mixed solution of propane and dry dichloromethane (1,1,3,3-tetramethoxypropane 4ml, 24mmol, dry DCM 50ml) was slowly dropped into the round bottom flask, under the protection of argon, stirred and reacted at room temperature for 5h , after the reaction was finished, add saturated sodium bicarbonate to the reaction solution to adjust the pH to 7, the resulting mixed solution was extracted with dichloromethane (100ml × 3), the organic phase was collected and drie...

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Abstract

The invention provides a supramolecular polymer material with aggregation-induced emission performance and stimuli-responsiveness and a preparation method, which relate to the field of organic synthetic materials. According to the supramolecular polymer material with the aggregation-induced emission performance and the stimuli-responsiveness, 6-bromine-2-naphthol serves as a raw material to synthesize a bridged binaphthalene skeleton A1, A1 and sodium methoxide are subjected to a nucleophilic substitution reaction to generate A2, A2 and 1, 1-dichloromethyl ether react to modify the bridged binaphthalene skeleton with an aldehyde group to form A3, A3 and boron tribromide react for demethylation, and a final product S1 is generated. And in solvents such as chloroform, the S1 induces self-assembly aggregation among molecules through hydrogen-bond interaction of aldehyde groups and hydroxyl groups, so that the supramolecular polymer material with luminous property is formed. The supramolecular polymer induced through non-covalent interaction of intermolecular hydrogen bonds has multiple stimuli-responsiveness and is expected to be applied to chemical sensors, stimuli-responsive functional materials and the like.

Description

technical field [0001] The invention relates to the technical field of organic synthetic materials, in particular to a supramolecular polymer material with aggregation-induced luminescence performance and stimulus responsiveness and a preparation method thereof. Background technique [0002] At present, aggregation-induced luminescent materials have attracted extensive attention of scientists in the fields of chemistry and material science due to their unique luminescent properties and great application potential. The principle is: when the AIE active molecule is in a dispersed state, the atoms that make up the organic molecule will vibrate and rotate around the covalent bond. Therefore, when the inside of the molecule is in an excited state, energy can be consumed in this physical way. thereby returning to the ground state. When the AIE active molecules are in the aggregated state, because the molecules are too close together, the movement inside the molecules is restricte...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00C09K11/06
CPCC08G83/008C09K11/06C09K2211/145
Inventor 何振峰
Owner ZHONGBEI UNIV