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Preparation and application of a dual pH-responsive aggregation-induced red-emitting material

An aggregation-inducing and red-emitting technology, which is applied in the direction of luminescent materials, material analysis by optical means, and analysis by making materials undergo chemical reactions, can solve the problems of single-function and unfavorable multi-functional aggregation-induced luminescent fluorescent materials development. , to achieve the effects of low preparation cost, good aggregation-induced luminescent properties, and good application prospects

Active Publication Date: 2022-05-31
UNIV OF SCI & TECH BEIJING +1
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Problems solved by technology

However, due to the lack of specific molecular design guidelines, most of the reported pH-responsive AIE materials have only one response site or a single function, which is not conducive to the development of multifunctional AIE fluorescent materials.

Method used

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  • Preparation and application of a dual pH-responsive aggregation-induced red-emitting material
  • Preparation and application of a dual pH-responsive aggregation-induced red-emitting material
  • Preparation and application of a dual pH-responsive aggregation-induced red-emitting material

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Embodiment 1

[0038] 1. figure 1 The schematic diagram of the steps of the preparation method of the aggregation-induced red luminescent material with dual pH response provided in the embodiment of the present invention. To prepare aggregation-induced red-emitting materials with dual pH responses, the preparation steps are as follows:

[0039] 4-(Diethylamino)salicylaldehyde (193mg) and 4-amino-2,1,3-benzothiadiazole (151mg) were added to the reaction flask at a molar ratio of 1:1, and then 15mL of ethanol was added , two drops of glacial acetic acid were added dropwise as a catalyst, the system was condensed and refluxed at 80-90 ° C for 6-8 hours, centrifuged after the reaction, washed three times with deionized water, and dried to obtain aggregation-induced hair growth with double pH response. Red light material. Yield was 90%.

[0040] 2. Dissolve the aggregation-induced red luminescent material with dual pH response in ethanol to prepare ethanol / water mixed solutions of the same con...

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Abstract

A preparation and application method of a dual pH-responsive aggregation-induced red light-emitting material. The red light-emitting material is prepared by reacting 4-(diethylamino) salicylaldehyde and 4-amino-2,1,3-benzothiadiazole through a Schiff base. Based on the synergistic effect of twisted intramolecular charge transfer, intramolecular motion restriction and excited state intramolecular proton transfer, the red-emitting material has bright red fluorescence in the aggregated state and has good aggregation-induced luminescent properties. Due to the integration of two pH-responsive motifs, the red-emitting material is accompanied by a change in fluorescence color from red to yellow-green to fluorescence quenching during the gradual acidification process, and at the same time, the rod-shaped molecular assembly is transformed first under high water content. For microspheres, the microspheres are destroyed under higher acidity. Secondly, the protonation of the diethylamine group also has application value in the visual detection of carbon dioxide, anti-counterfeiting, and information encryption. The preparation process of the invention is simple, the preparation cost is low, and the yield is high.

Description

technical field [0001] The invention relates to the technical field of organic light-emitting materials and anti-counterfeiting and encryption materials, in particular to the preparation and application of a dual pH-responsive aggregation-induced red light-emitting material. Background technique [0002] Due to their fast response, convenient detection, high contrast, and low cost, stimuli-responsive fluorescent materials have shown great potential in imaging, anti-counterfeiting, patterning, and sensors. However, most traditional organic luminescent agents suffer from the aggregation quenching effect, that is, the fluorescence is weakened or even extinguished in the high concentration solution or in the aggregated state, which greatly limits their practical use because most application scenarios are in the solid state. The opposite phenomenon to the aggregation quenching effect is called aggregation-induced luminescence, which is almost no emission in dilute solution, but s...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D285/14C09K11/06G01N21/64G01N21/31G01N21/33G01N21/80C09D11/50
CPCC07D285/14C09K11/06G01N21/6428G01N21/31G01N21/33G01N21/80C09D11/50C09K2211/1051G01N2021/6432Y02E10/549
Inventor 王国杰罗玮华谷至华施克炜
Owner UNIV OF SCI & TECH BEIJING
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