Novel fluorescent probes for the fluoride anion based on hydroxy-substituted perylene tetra-(alkoxycarbonyl) derivatives. Issue 25 (16th April 2018)

• Record Type: Journal Article
• Authors: Zhang, Fengxia; Zhao, Yunlong; Chi, Yanhui; Ma, Yongshan; Jiang, Tianyi; Wei, Xiaofeng; Zhao, Qian; Shi, Zhiqiang; Shi, Jingmin
• Is Part Of: RSC advances. Volume 8:Issue 25(2018)
• Page Start: 14084
• Page End: 14091
• Publication Date: 2018-04-16
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c8ra00299a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : The fluoride anion (F − ) sensing abilities of two fluorescent probes based on hydroxy-substituted perylene tetra-(alkoxycarbonyl) derivatives were studied through visual detection experiment, UV-Vis, fluorescence, and 1 H NMR titrations. Abstract : The fluoride anion (F − ) sensing abilities of 1-hydroxyl-3, 4, 9, 10-tetra ( n -butoxyloxycarbonyl) perylene (probe1 ) and 1-hydroxyl-mono-five-membered S -heterocyclic annulated tetra ( n -butoxyloxycarbonyl) perylene (probe2 ) were studied through visual detection experiments, UV-Vis, fluorescence, and 1 H NMR titrations. The probes were sensitive and selective for distinguishing F − from other anions (Cl −, Br −, I −, SO4 −, PF6 −, H2 PO4 −, BF4 −, ClO4 −, OH −, CH3 COO −, and HPO4 2− ) through a change of UV-Vis and fluorescence spectra. The absorption and fluorescence emission properties of the probes arise from the intermolecular proton transfer (IPT) process between a hydrogen atom on the phenolic O position of probe and the F − anion. The sensing mechanism was supported by theoretical investigation. Moreover, probe-based test strips can conveniently detect F − without any additional equipment, and they can be used as fluorescent probes for monitoring F − in living cells.