Spectroscopic behaviour of two novel azobenzene fluorescent dyes and their polymeric blends

Rosita Diana, Ugo Caruso, Stefano Piotto, Simona Concilio, Rafi Shikler, Barbara Panunzi

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

Two novel symmetrical bis-azobenzene red dyes ending with electron-withdrawing or donor groups were synthesized. Both chromophores display good solubility, excellent chemical, and thermal stability. The two dyes are fluorescent in solution and in the solid-state. The spectroscopic properties of the neat crystalline solids were compared with those of doped blends of different amorphous matrixes. Blends of non-conductive and of emissive and conductive host polymers were formed to evaluate the potential of the azo dyes as pigments and as fluorophores. Both in absorbance and emission, the doped thin layers have CIE coordinates in the spectral region from yellow to red. The fluorescence quantum yield measured for the brightest emissive blend reaches 57%, a remarkable performance for a steadily fluorescent azo dye. A DFT approach was employed to examine the frontier orbitals of the two dyes.

Original languageEnglish
Article number1368
JournalMolecules
Volume25
Issue number6
DOIs
StatePublished - 1 Jan 2020

Keywords

  • Azobenzene
  • Colorant
  • Dye
  • Fluorophore
  • Polymeric blend

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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