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, cilt.10, sa.1, ss.1716-1726, 2025 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 10 Sayı: 1
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1021/acsomega.4c09745
  • Dergi Adı: ACS Omega
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Directory of Open Access Journals
  • Sayfa Sayıları: ss.1716-1726
  • Acıbadem Mehmet Ali Aydınlar Üniversitesi Adresli: Hayır

Özet

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.