Pyrene functionalized oxacalix[4]arene architecture as dual readout sensor for expeditious recognition of cyanide anion

J Fluoresc. 2022 Jul;32(4):1425-1433. doi: 10.1007/s10895-022-02924-3. Epub 2022 Apr 19.

Abstract

A pyrene functionalized oxacalix[4]arene architecture (DPOC) was utilized as a fluorescence probe for selective recognition of cyanide ions. The receptor DPOC shows excellent selectivity towards cyanide ion with a red shift of 108 nm in absorption band along with a significant change in colour from light yellow to pink. The fluorescence titration experiments further confirm the lower limit of detection as 1.7µM with no significant influences of competing anions. 1 H-NMR titration experiments support the deprotonation phenomena, as the -NH proton disappears upon successive addition of cyanide ions. The DFT calculation also indicates a certain increment of -NH bond length upon interaction with cyanide ions. The spectral properties as well as colour of DPOC-CN- system may be reversed upon the addition of Ag+/ Cu2+ ions up to 5 consecutive cycles. Moreover, DPOC coated "test strips" were prepared for visual detection of cyanide ions.

Keywords: Dual responsive probe, Cyanide sensing; Oxacalix[4]arene; Portable strip.

MeSH terms

  • Anions
  • Colorimetry*
  • Cyanides*
  • Fluorescent Dyes / chemistry
  • Pyrenes

Substances

  • Anions
  • Cyanides
  • Fluorescent Dyes
  • Pyrenes