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Compound with aggregation-induced luminescence and mechanochromic properties, preparation method and application thereof

An aggregation-induced luminescence, compound technology, applied in chemical instruments and methods, hydrazone preparation, organic chemistry, etc., can solve the problem of limited number of compounds, and achieve the effects of saving raw materials, green synthesis methods, and simple synthesis methods

Active Publication Date: 2022-05-31
江苏萨瑞斯医疗科技有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, the number of compounds that have both aggregation-induced luminescence and mechanochromic properties have been reported is relatively limited.

Method used

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  • Compound with aggregation-induced luminescence and mechanochromic properties, preparation method and application thereof
  • Compound with aggregation-induced luminescence and mechanochromic properties, preparation method and application thereof
  • Compound with aggregation-induced luminescence and mechanochromic properties, preparation method and application thereof

Examples

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Embodiment 1

[0054] 1. Synthesis of bis(4-benzoyl)aniline

[0055] Take 15.5mL of anhydrous DMF ice-water bath to below 0°C, add 15.5mL of phosphorus oxychloride dropwise, stir at room temperature for 40min, add 2.0g of triphenylamine and heat the mixture to 95°C and stir for 14 hours. After the reaction was completed, the reactant was cooled to room temperature, poured into ice water, then adjusted to neutrality with sodium hydroxide, stirred at room temperature for 2 hours, extracted with dichloromethane, dried over anhydrous magnesium sulfate, concentrated and separated by silica gel column chromatography A white powder was obtained, yield: 90%.

[0056] 1 H-NMR (DMSO, 400MHz) δ(ppm): 9.87(s, 2H), 7.84(d, 4H), 7.47(t, 2H), 7.31(s, 1H), 7.21(d, 2H), 7.16( d, 4H).

[0057] 2. Synthesis of compound 1

[0058] 1 mmol of bis(4-benzoyl)aniline and 2 mmol of 4-trifluoromethylbenzohydrazide were added to the flask, followed by 6 ml of ethanol and 1 to 2 drops of glacial acetic acid. The re...

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Abstract

The invention discloses a compound with aggregation-induced luminescence and mechanochromic properties. The compound is bis(4-benzoyl)aniline and 4-trifluoromethylbenzohydrazide in the presence of a solvent and a catalyst. Obtained by stirring and refluxing at 50-60°C for 3-6 hours. The invention also discloses the preparation method and application of the compound. The compound with aggregation-induced luminescence and mechanochromic properties of the present invention has a simple synthesis method, the target product is directly precipitated in the reaction process, no further complicated purification steps are required, the synthesis is green and environmentally friendly, and materials are saved.

Description

technical field [0001] The present invention relates to the technical field of aggregation-induced luminescence materials, in particular to a compound with aggregation-induced luminescence and mechanochromic properties, a preparation method and application thereof. Background technique [0002] The phenomenon of Aggregation Induce Emission (AIE) was proposed by Tang Benzhong's research group in 2001. It is well known that traditional fluorescent materials usually emit strong light in solution, but very weak or even no light in solid state or aggregated state. This aggregation-induced luminescence quenching phenomenon greatly limits the use of fluorescent materials. However, the luminescence of AIE materials is weak in solution, and the luminescence is significantly enhanced in aggregated or solid state. This AIE-type material can be widely used in many aspects, especially in solar cells, OLEDs, biosensors, and multiple stimuli-responsive materials. [0003] When some mater...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C251/86C07C249/16C09K11/06C09K9/02
CPCC07C251/86C09K11/06C09K9/02C09K2211/1007C09K2211/1014Y02E10/549
Inventor 周为群
Owner 江苏萨瑞斯医疗科技有限公司
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