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Aggregation-induced emission, photochromism and self-assembly of pyrazolone phenlysemicarbazones

Paper ID Volume ID Publish Year Pages File Format Full-Text
25898 43912 2014 6 PDF Available
Title
Aggregation-induced emission, photochromism and self-assembly of pyrazolone phenlysemicarbazones
Abstract

•Four pyrazolone phenylsemicarbazone derivatives exhibiting typical AIE behaviors.•In the aggregating process, they can form 1D nanorods from 0D nanoballs.•They have solid-state reversible photochromic properties.

Four pyrazolone phenylsemicarbazone derivatives, 1,3-diphenyl-4-(3-substituent)-5-hydroxypyrazole 4-phenylsemicarbazone [substituent = chlorolbenzal (1), fluorobenzal (2), bromobenzal (3) and benzal (4)], were synthesized. On the one hand, the four compounds exhibit good solid-state photochromic behaviors upon the irradiation of UV light and heat, and high fatigue resistance. On the other hand, they have aggregation-induced emission (AIE) characteristics. The emission could also be greatly enhanced by cooling solutions, suggesting that the aggregation-induced emission is caused by the restricted intramolecular rotations of the peripheral aromatic rings or other substituents around the central pyrazole ring. In addition, with the increase of the aging time, aggregates of these compounds can self-assemble into 1D nanostructures from 0D nanoballs by the reprecipitation, leading to the red-shift of emission spectra. Thus, it paves the way for preparing multifunctional materials with photochromic and AIE behaviors.

Graphical abstractFour pyrazolone phenylsemicarbazone derivatives not only exhibit good reversible photochromic behaviors and high fatigue resistance in the solid state, but also have aggregation-induced emission characteristics and self-assembly behaviors in solution. Meanwhile, with the increase of the aging time, aggregates of these compounds can self-assembly into 1D nanostructures from 0D nanoballs by the reprecipitation.Figure optionsDownload full-size imageDownload as PowerPoint slide

Keywords
Aggregation-induced emission; Photochromism; Self-assembly; Pyrazolone
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 291, 1 October 2014, Pages 48–53
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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