A fluorescent sensor for detection of grinding force and fluoride ion based on acylhydrazone derivative. (April 2020)

• Record Type: Journal Article
• Authors: Zheng, Xingyu; Bai, Binglian; Li, Zhiming; Wei, Jue; Wang, Haitao; Li, Min; Xin, Hong
• Is Part Of: Dyes and pigments. Volume 175(2020)
• Publication Date: 2020-04
• Subjects: Acylhydrazone -- Stimuli responsive -- Aggregation induced emission (AIE) -- Mechanofluorochromism -- F− detection; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2019.108153
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: A new AIE-active pyrene-substituted acylhydrazone derivative (PSD ) with multi-stimuli-responsive fluorescence switching behaviors has been designed and synthesized. The PSD exhibits the unusual AIE property and mechanofluorochromism (MFC) behavior with emission colors reversibly changing from blue-green to yellowish-green upon grinding and annealing. The MFC properties might be attributed to the synergetic effect of the different pyrene excimers formation and the crystalline-amorphous phase transition. Simultaneously, the PSD exhibited high-contrast fluorescent switching properties with high selectivity to F − . In the presence of F −, the PSD in DMSO dilute solution fluorescence quenched, and visible color changed from transparent to orange by the naked eye. The binding constant of PSD- F − complex calculated from the Benesi-Hildebrand plot was 5.08 × 10 3 M −1 and the detection limit for sensing F − in DMSO solution was 0.159 μM. Graphical abstract: The AIE-active PSD exhibits high sensitivity toward F − anion and grinding/heating stimulated fluorescence switching property. Image 1 Highlights: Pyrene-substituted acylhydrazone derivative (PSD) shows an unusual aggregation-induced emission phenomenon. The PSD exhibits mechanofluorochromism behavior with emission colors reversibly changing upon grinding and annealing. The PSD shows high selectivity and sensitivity toward F − in DMSO solution.