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Compound with aggregation-induced emission and mechanochromism characteristics and preparing method and application thereof

An aggregation-induced luminescence and compound technology, which is applied in the field of compounds with aggregation-induced luminescence and mechanochromic properties and their preparation, can solve problems such as limited number of compounds, and achieve the effects of saving raw materials, a green synthesis method, and a simple synthesis method.

Active Publication Date: 2019-08-13
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 emission and mechanochromism characteristics and preparing method and application thereof
  • Compound with aggregation-induced emission and mechanochromism characteristics and preparing method and application thereof
  • Compound with aggregation-induced emission and mechanochromism characteristics and preparing method and application thereof

Examples

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Embodiment 1

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

[0055] Take 15.5 mL of anhydrous DMF in an ice-water bath to below 0 ° C, add 15.5 mL of phosphorus oxychloride dropwise, stir at room temperature for 40 min, add 2.0 g 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 and poured into ice water, then adjusted to neutral 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 Obtain white powder, 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] Add 1mmol of bis(4-benzoyl)aniline and 2mmol of 4-trifluoromethylbenzohydrazide into the flask, then add 6ml of ethanol and 1 to 2 drops of glacial acetic acid. The reaction was stirred...

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Abstract

The invention discloses a compound with aggregation-induced emission and mechanochromism characteristics. The compound is obtained by conducting stirring backflow reaction for 3-6 hours at 50-60 DEG Con bis(4-benzoyl)aniline and 4-trifluoromethyl benzohydrazide in the presence of a solvent and a catalyst. The invention further discloses a preparing method and application of the compound. According to the compound with the aggregation-induced emission and mechanochromism characteristics, the synthesis method is simple, a target product can be directly separated out in the reaction process, nofurther complicated purification step is needed, synthesis is environmentally friendly, and materials are saved.

Description

technical field [0001] The 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] Aggregation Induced Emission (AIE) phenomenon was proposed by Tang Benzhong's research group in 2001. As we all know, traditional fluorescent materials usually emit very strongly in solution, but emit weakly or even no light in solid state or aggregated state. This phenomenon of aggregation-induced luminescence quenching greatly limits the use of fluorescent materials. However, the luminescence of AIE materials is very weak in solution, but the luminescence is significantly enhanced in the aggregated state 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 certain m...

Claims

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Application Information

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Patent Type & Authority Applications(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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