A multi-functional hydrazinobenzothiazole-based diarylethene derivative: Highly efficient discrimination cadmium ion from zinc ion and near-infrared absorption detection of hydroxide ion. (November 2017)

• Record Type: Journal Article
• Authors: Zhang, Daobin; Li, Shuying; Lu, Ruimin; Liu, Gang; Pu, Shouzhi
• Is Part Of: Dyes and pigments. Volume 146(2017)
• Page Start: 305
• Page End: 315
• Publication Date: 2017-11
• Subjects: Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2017.07.018
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: A new diarylethene derivative1O with hydrazinobenzothiazole unit had been synthesized and its multi-controllable switching behaviors induced by UV/vis lights and chemical stimuli (Cd 2+, Zn 2+ and acid/base) were investigated systemically.1O could be served as naked-eyes probe to discriminate Cd 2+ and Zn 2+ with obviously different behaviors in fluorescence and absorption spectra. When stimulated by Cd 2+, its solution color turned light yellow and fluorescence color changed from dark to bright yellow. Similarly, its solution color turned deep yellow accompanied with fluorescence color change from dark to orange when triggered by Zn 2+ . Because coordinating ability of1O with Cd 2+ was much stronger than that with Zn 2+, an obvious blue-shift (ca. 51 nm) was observed accompany by a visual fluorescence color change from orange to bright yellow after Cd 2+ was added into1O-Zn 2+, implying1O could also stepwise detect Zn 2+ and Cd 2+ . Moreover, 1O exhibited an obviously solvent-dependent acidichromism. Upon addition with base, the ring-closed absorption peak of1C showed a prominent bathochromic shift to near-infrared region accompany with an obvious color change from blue to green. Furthermore, a logic circuit was constructed with stimuli of UV/vis lights, Cd 2+ and EDTA as inputs and fluorescence intensity at 559 nm as an output. Graphical abstract: A novel diarylethene derivative with hydrazinobenzothiazole unit as functional group was synthesized and its multi-controllable photoswitchable behaviors with UV/vis lights, Cd 2+, Zn 2+ and acid/base were investigated systematically. The results demonstrated that diarylethene derivative could serve as a "naked-eye" chemosensor to stepwise detect Zn 2+ to Cd 2+ and then discriminate them successfully. Highlights: A hydrazinobenzothiazole-based diarylethene1O which could stepwise detect Zn 2+ and Cd 2+ was designed and synthesized. Its multi-controllable photoswitchable behaviors with light, Cd 2+ /Zn 2+ and acid/base were investigated systematically. The mechanisms of coordination with Cd 2+ /Zn 2+ and deprotonation with OH − have been discussed.