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Aggregation-induced emission-active tetraphenylethylene derivatives containing arylimidazole unit for reversible mechanofluorochromism and selective detection of picric acid
Zhang,Shuaishuai1; Huang,Yiping1; Kong,Lin1; Zhang,Xuanjun2; Yang,Jiaxiang1
2020-10-01
Source PublicationDyes and Pigments
ISSN0143-7208
Volume181
Abstract

Subtle modification of molecular structure can play a crucial role in determining photophysical properties and stimuli-responsive behavior. Herein, four aggregation-induced emission (AIE)-active tetraphenylethylene-based positional isomers S1, S2, S3 and S4 have been designed and synthesized. S2 and S4 exhibit higher fluorescence quantum yield (Φ) as compared to S1 and S3, respectively, which was due to the positional isomerism. In addition, all four isomers exhibit reversible mechanofluorochromic (MFC) behavior with mechanical-induced emission enhancement (MIEE), which was studied using powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC) and scanning electron microscopy (SEM). S1 and S2 display better MFC activities, compared with S3 and S4, due to opened phenylimidazole presenting a more twisted conformation. Moreover, they can detect picric acid (PA) in a highly selective and sensitive manner in aqueous media, due to the excellent proton-binding property of the imidazole group, which was verified by H NMR spectra and supported by theoretical calculations. Overall, tetraphenylethylene containing arylimidazole derivatives described herein will efficiently expand the development of design principles to supply diverse multifunctional tools for material science and material engineering.

KeywordAggregation-induced Emission Arylimidazole Mechanofluorochromic Picric Acid Positional Isomers Tetraphenylethylene
DOI10.1016/j.dyepig.2020.108574
URLView the original
Indexed BySCIE
Language英語English
WOS Research AreaChemistry ; Engineering ; Materials Science
WOS SubjectChemistry, Applied ; Engineering, Chemical ; Materials Science, Textiles
WOS IDWOS:000549169800009
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Cited Times [WOS]:4   [WOS Record]     [Related Records in WOS]
Document TypeJournal article
CollectionCentre of Reproduction, Development and Aging
Faculty of Health Sciences
Cancer Centre
Corresponding AuthorZhang,Xuanjun; Yang,Jiaxiang
Affiliation1.College of Chemistry & Chemical Engineering,Anhui University,Anhui Province Key Laboratory of Chemistry for Inorganic/Organic Hybrid Functional Materials,Hefei,230601,China
2.Cancer Centre and Centre of Reproduction,Development and Aging,Faculty of Health Sciences,University of Macau,Macau SAR,999078,China
Corresponding Author AffilicationCancer Centre
Recommended Citation
GB/T 7714
Zhang,Shuaishuai,Huang,Yiping,Kong,Lin,et al. Aggregation-induced emission-active tetraphenylethylene derivatives containing arylimidazole unit for reversible mechanofluorochromism and selective detection of picric acid[J]. Dyes and Pigments,2020,181.
APA Zhang,Shuaishuai,Huang,Yiping,Kong,Lin,Zhang,Xuanjun,&Yang,Jiaxiang.(2020).Aggregation-induced emission-active tetraphenylethylene derivatives containing arylimidazole unit for reversible mechanofluorochromism and selective detection of picric acid.Dyes and Pigments,181.
MLA Zhang,Shuaishuai,et al."Aggregation-induced emission-active tetraphenylethylene derivatives containing arylimidazole unit for reversible mechanofluorochromism and selective detection of picric acid".Dyes and Pigments 181(2020).
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