Journal
JOURNAL OF MATERIALS CHEMISTRY B
Volume 4, Issue 21, Pages 3703-3712Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6tb00119j
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Funding
- National Natural Science Foundation of China [21472118]
- Shanxi Province Science Foundation [2012021009-4, 2013011011-1]
- Shanxi Province Foundation [2012-007]
- Taiyuan Technology Star Special [12024703]
- Program for the Top Young and Middle-aged Innovative Talents of Higher Learning Institutions of Shanxi (TYMIT) [2013802]
- Talents Support Program of Shanxi Province [2014401]
- Shanxi Province Outstanding Youth Fund [2014021002]
- Scientific and Technological Innovation Programs of Higher Education Institutions in Shanxi [20111001]
- Shanxi Province Foundation for College Students of Science and Technology Innovation projects [2013328]
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A simple tailor-made water-soluble broadly emitting (500-650 nm) fluorescent probe 3-methyl-2-(N-ethylcarbazole-3vinyl)-benzothiazolium iodide (IECBT) for the selective and sensitive detection of multiple analytes, including CN-, HSO3- and extremely alkaline pH, is designed and synthesized via the ethylene bridging of 3-formyl-N-ethylcarbazole and 2,3-dimethyl benzothizolium iodide, which is a useful fluorescent probe for monitoring these analytes at extremely low concentrations quantitatively. CN- and HSO3- are expected to undergo 1,4-addition reactions with the C-4 atom in the ethylene group of IECBT. This water-soluble fluorescent probe exhibits excellent sensitivity and selectivity toward CN- in DMSO, which also results in a prominent fluorescence ratiometric change and a color change. The high selectivity and sensitivity of IECBT toward HSO3- and extremely alkaline pH over other coexisting species in water are also observed. The titration experiments show that it features a remarkably large Stokes shift and good stability towards CN-, HSO3- or extremely alkaline pH with a significant fluorescence turn-off response. Importantly, we demonstrate that IECBT can be used for the real-time sensing and bioimaging of CN-, HSO3- or extremely alkaline pH in living samples.
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