Abstract

Four novel siloxane-functionalized oligo(azomethine)s (o-AzThs) containing thiophene and alkyl-thiophene units were successfully synthesized via a high-temperature polycondensation reaction between dichlorodiphenylsilane and four diphenol monomers incorporating imine linkages. The resulting o-AzThs were characterized by spectroscopic methods (NMR, FTIR) and elemental analysis. These oligomers, composed for 4–9 repeating units per chain exhibited excellent solubility in common aprotic polar solvents, moderate molecular weights (Mn = 2.94–4.70 kDa), and narrow polydispersity indices (PDI ≈ 1.1). The new o-AzThs displayed thermal stability up to 223–370 °C and glass transition temperatures ranging from 56 to 91 °C. Optoelectronic analysis showed a broad absorption–emission behavior with bandgaps values of 2.36–2.52 eV, along with low HOMO energy levels (−5.24 to −5.36 eV) suggesting their potential applications in optoelectronic field. © 2025 Elsevier Ltd