Tuning the Photophysical Properties of BODIPY Dyes and Studying Their Self-Assembly via Hydrogen Bonding


Akyol B., Çokluk E. M., Ayhan M. M., Tuncel Kostakoğlu S., Gürek A. G.

ACS Omega, vol.10, no.1, pp.1716-1726, 2025 (SCI-Expanded, Scopus)

  • Publication Type: Article / Article
  • Volume: 10 Issue: 1
  • Publication Date: 2025
  • Doi Number: 10.1021/acsomega.4c09745
  • Journal Name: ACS Omega
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Directory of Open Access Journals
  • Page Numbers: pp.1716-1726
  • Acibadem Mehmet Ali Aydinlar University Affiliated: No

Abstract

Here, BODIPY derivatives were functionalized with barbituric acid, which has multiple hydrogen bonding abilities that are directional, to have highly ordered hydrogen bond-mediated self-assembled structures to tune BODIPY’s photophysical properties. The synthesis of barbituric acid-functionalized BODIPY derivatives via Vilsmeier and Knoevenagel reactions was achieved, and the resulting compounds were characterized with FT-IR, 1H NMR, 13C NMR spectroscopy, and mass spectrometry. Hydrogen bond-mediated self-assembled structures were investigated through UV-vis and fluorescence spectrophotometry, 1H NMR spectroscopy, and a dynamic light scattering method in solution. Moreover, SEM, HR-TEM, and PXRD were used to study the self-assembly of compounds in bulk.