Synthesis and characterization of naphthalene-tethered Schiff bases and corresponding poly(phenoxy-imine)s: A potent and highly selective “turn-on” chemosensor for Sn2+ ions


Kaya İ., Kolcu F., Zumre Yılmaz N., Yağmur H. K.

Journal of Industrial and Engineering Chemistry, 2025 (SCI-Expanded, Scopus) identifier

  • Yayın Türü: Makale / Tam Makale
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1016/j.jiec.2025.11.026
  • Dergi Adı: Journal of Industrial and Engineering Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, Compendex, INSPEC
  • Anahtar Kelimeler: Fluorescent sensor, Oxidative polycondensation, Poly(phenoxy-imine), Sn2+ ion
  • Çanakkale Onsekiz Mart Üniversitesi Adresli: Evet

Özet

In this study, a series of naphthalene-tethered Schiff bases and their corresponding poly(phenoxy-imine) derivatives were synthesized through condensation and oxidative polycondensation reactions. Quantitative comparison revealed that only SB2 exhibited a remarkable 28-fold enhancement in fluorescence intensity upon coordination with Sn2+ ions, ascribed to by a chelation-enhanced fluorescence (CHEF) mechanism accompanied by the suppression of −C=N- isomerization. The chemosensor exhibited excellent selectivity, a low detection limit of 45 nM, and a high association constant (2.86 × 1010 M−2). Moreover, Interference experiments performed with competing metal (Ag+, K+, Cd2+, Co2+, Cu2+, Hg2+, Mn2+, Ni2+, Pb2+, Zn2+, Al3+, Cr3+, Fe3+, and Cr6+) five times greater than that of SB2 confirmed the selectivity of its sensing performance. All poly(phenoxy-imine)s displayed substantial char yields and high limiting oxygen index (LOI) values, indicating their potential as impressive flame-retardant properties (LOI ' 33 %). Furthermore, polymers P-SB1 and P-SB2 displayed blue and violet photoluminescence, respectively, under UV excitation, suggesting their utility in light-emitting materials. The novelty of this work lies in the integration of a highly selective “turn-on” fluorescent chemosensor (SB2) for Sn2+ ions with the synthesis of thermally stable, flame-retardant poly(phenoxy-imine)s, establishing a new class of multifunctional materials that combine environmental sensing capability with exceptional thermal and optical performance.