Compounds with AIE characteristic and preparation methods and applications thereof

A compound and characteristic technology, applied in the field of color-changing materials, can solve the problem of limited number of compounds, and achieve the effect of simple synthesis method, high fluorescence quantum yield, and material saving

Active Publication Date: 2019-07-23
江苏萨瑞斯医疗科技有限公司
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  • Summary
  • 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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  • Compounds with AIE characteristic and preparation methods and applications thereof
  • Compounds with AIE characteristic and preparation methods and applications thereof
  • Compounds with AIE characteristic and preparation methods and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

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

[0055] Take 15.5 mL of anhydrous N,N-dimethylformamide (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 stirred 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-benzohydrazide into the flask, then add 6ml of ethanol and 1 to 2 drops of glacial acetic acid. The reaction w...

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Abstract

The invention discloses a compound with AIE and mechanochromism characteristics. The compound is prepared by reacting bis(4-benzoyl)aniline with 4-fluorobenzohydrazide in the presence of a solvent ora catalyst and stirring and refluxing at 60-80 DEG C for 3-6 h. The invention also discloses a preparation method and applications of the compound. The compound with the AIE and mechanochromism characteristics of the invention is simple in synthetic method, the target product is directly precipitated during the reaction without further complicated purification steps, and the synthesis is green andenvironmentally friendly and saves materials.

Description

technical field [0001] The invention relates to the technical field of color-changing 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 Induced Emission (AIE) was proposed in 2001 by Tang Ben Benzhong's research group. Traditional fluorescent materials usually emit very strongly in solution, but emit weakly or even no light in the 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 materials are subjec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C249/16C07C251/86C09K9/02C09K11/06
CPCC07C249/16C07C251/86C09K9/02C09K11/06C09K2211/1007C09K2211/1014
Inventor 周为群
Owner 江苏萨瑞斯医疗科技有限公司
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