Pyrene-appended imidazolium probes as 3,5-dinitrosalicylic acid sensors in 10% aqueous media

Ashwani Kumar, Anup Pandith, Hong Seok Kim

Research output: Contribution to journalArticlepeer-review

22 Citations (Scopus)

Abstract

Abstract Pyrene-appended imidazolium salts (1 and 2) were synthesized for sensing of salicylic acids and they selectively and sensitively detected 3,5-dinitrosalicylic acid (3,5-DNSA) in pH 7.4 PBS-EtOH (1:9) solution. The interaction of 3,5-DNSA with 1 and 2 was examined by UV-visible, fluorescence, and 1H NMR spectroscopy and was supported by DFT calculations. The binding of 3,5-DNSA to probe 2 leads to complete quenching of its green excimer emission because of loss of π-π interactions between the pyrene rings and energy transfer from electron-rich pyrene to electron-deficient 3,5-DNSA. Binding of 3,5-DNSA to probe 1 causes its blue (monomer) fluorescence to "switch off". The limit of detection of 3,5-DNSA in water was 1 μM using probe 2 coated onto a paper strip.

Original languageEnglish
Article number4848
Pages (from-to)351-358
Number of pages8
JournalDyes and Pigments
Volume122
DOIs
Publication statusPublished - Jul 27 2015
Externally publishedYes

Keywords

  • 3,5-Dinitrosalicylic acid
  • Filter paper strip
  • Imidazolium
  • pH 7.4 PBS-EtOH (1;9)
  • Pyrene excimer emission
  • Quenching

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Process Chemistry and Technology

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