Random Copolymers of Styrene with Pendant Fluorophore Moieties: Synthesis and Applications as Fluorescence Sensors for Nitroaromatics

Molecules. 2022 Oct 17;27(20):6957. doi: 10.3390/molecules27206957.

Abstract

Five random copolymers comprising styrene and styrene with pendant fluorophore moieties, namely pyrene, naphthalene, phenanthrene, and triphenylamine, in molar ratios of 10:1, were synthesized and employed as fluorescent sensors. Their photophysical properties were investigated using absorption and emission spectral analyses in dichloromethane solution and in solid state. All copolymers possessed relative quantum yields up to 0.3 in solution and absolute quantum yields up to 0.93 in solid state, depending on their fluorophore components. Fluorescence studies showed that the emission of these copolymers is highly sensitive towards various nitroaromatic compounds, both in solution and in the vapor phase. The detection limits of these fluorophores for nitroaromatic compounds in dichloromethane solution proved to be in the range of 10-6 to 10-7 mol/L. The sensor materials for new hand-made sniffers based on these fluorophores were prepared by electrospinning and applied for the reliable detection of nitrobenzene vapors at 1 ppm in less than 5 min.

Keywords: fluorescence chemosensors; fluorescence quenching; nitroaromatic explosive detection; pendant copolymers.

MeSH terms

  • Fluorescent Dyes
  • Ionophores
  • Methylene Chloride
  • Naphthalenes
  • Nitrobenzenes / analysis
  • Phenanthrenes*
  • Polymers
  • Pyrenes
  • Styrene*

Substances

  • Styrene
  • Methylene Chloride
  • Pyrenes
  • Fluorescent Dyes
  • Nitrobenzenes
  • Polymers
  • Naphthalenes
  • Ionophores
  • Phenanthrenes