Tuning the Solid Phase Fluorescence Emission from Long Wavelength Visible to Near-Infrared in Oxazol-5-One Derivatives: Structure–Property Relationship, Theoretical and Experimental Studies

Nazlı İ. H., Yakalı G., TOPKAYA TAŞKIRAN D., İzmirli M., Uzun S. D., ALP S.

Journal of Fluorescence, vol.33, no.4, pp.1481-1494, 2023 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 33 Issue: 4
  • Publication Date: 2023
  • Doi Number: 10.1007/s10895-023-03158-7
  • Journal Name: Journal of Fluorescence
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Biotechnology Research Abstracts, Chimica, Compendex, EMBASE, MEDLINE
  • Page Numbers: pp.1481-1494
  • Keywords: Aggregation induced enhanced emission (AIEE), Noncovalent interactions, Solid state long wavelength visible and near infrared fluorescence, Stacking interactions
  • Dokuz Eylül University Affiliated: Yes


© 2023, The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.Most of the fluorescent molecules among organic π-conjugated materials show blue or green emission in the solid phase but few of them emit red-shifted visible and near-infrared light in the material science. To create molecules emitting for this feature, two π-conjugated oxazol-5-one derivatives containing donor (OCH3) and acceptor groups (NO2) were synthesized. Their optical and charge-transport properties were investigated through experimental and theoretical methods including the single crystal X-ray crystallography, Hirshfeld Surface Analysis, photophysical studies and Density Functional Theory (DFT), respectively. In addition, FT-IR, 1H-NMR, 13C-NMR spectroscopy, cyclic voltammetry (CV) measurements were performed. According to our results, both molecules may provide the significant pathway of development of long wavelength visible and red emissive features in solid phase with the aggregation induced enhanced emission (AIEE) properties particularly in the fields of OLEDs, optical communication, defence and bioimaging. Graphical Abstract: [Figure not available: see fulltext.].