Design of an anthracene-functionalized Schiff base for the fluorescent sensing of Fe<SUP>3+</SUP> ions and polymerization into flame-retardant poly(azomethine) framework


KOLCU F., Uslu E., KAYA İ.

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, cilt.482, 2027 (SCI-Expanded, Scopus)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 482
  • Basım Tarihi: 2027
  • Doi Numarası: 10.1016/j.jphotochem.2026.117490
  • Dergi Adı: JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, BIOSIS, Chemical Abstracts Core, Chimica, Compendex, Academic Search Ultimate (EBSCO)
  • Anahtar Kelimeler: Anthracene, Fe3+ ion, Fluorescent sensor, Oxidative polycondensation, Poly(azomethine)
  • Çanakkale Onsekiz Mart Üniversitesi Adresli: Evet

Özet

An anthracene-functionalized Schiff base ligand (DHBAA) and its poly(azomethine) derivative (p-DHBAA) were synthesized via condensation and oxidative polycondensation reactions. Structural characterization by FT-IR, NMR, UV-Vis, and GPC analyses confirmed the successful formation of the target compounds. DHBAA exhibited highly selective "turn-on" fluorescence sensing toward Fe3+ ions, showing a similar to 5-fold enhancement in emission intensity due to chelation-enhanced fluorescence (CHEF). Fluorescence titration studies revealed a low detection limit of 0.21 mu M and a binding constant of 4.75 & times; 10(4) M-1, with excellent selectivity over competing metal ions. Thermal analysis of p-DHBAA demonstrated high thermal stability, significant char yield, and a limiting oxygen index (LOI) above 31%, indicating flame-retardant behavior. Moreover, p-DHBAA displayed blue-green photoluminescence under UV light. These results highlight the dual functionality of the synthesized materials, with DHBAA serving as an efficient Fe3+ fluorescent probe and p-DHBAA offering promising luminescent and flame-retardant properties for advanced material applications.