Electrochemical and in situ spectroelectrochemical properties of novel methoxyphenylthio or chloro octa-substituted metal-free and manganese phthalocyanines


Ağcaabat R., Seslikaya C., Bilgen E., AKDAĞ Ö., ODABAŞ Z., ÖZKAYA A. R.

Inorganica Chimica Acta, cilt.588, 2025 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 588
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1016/j.ica.2025.122846
  • Dergi Adı: Inorganica Chimica Acta
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Compendex
  • Anahtar Kelimeler: Electrochemistry, In situ spectroelectrochemistry, Manganese(III) phthalocyanine, Metal-free phthalocyanine, Octa-substituted, Thio-bridged
  • Marmara Üniversitesi Adresli: Evet

Özet

This study includes the synthesis of two novel 4,5-bis((4-methoxyphenyl)thio)- and 4-chloro-5-((2,4,6-trimethoxyphenyl)thio)-substituted phthalonitrile compounds (1 and 2, respectively) and their corresponding metal-free (3 and 4) and manganese (5 and 6) derivatives. The molecular structures of the phthalonitrile (starting) compounds were characterized using classical methods, including elemental analysis, FT-IR, 1H and 13C NMR spectra. Their phthalocyanine (Pc) derivatives were characterized by elemental analysis, FT-IR, UV–Vis, and MALDI-TOF-MS. Electrochemical and in situ spectroelectrochemical analyses of the compounds were also performed using electroanalytical techniques, including cyclic voltammetry, square wave voltammetry, and in situ spectroelectrochemical methods in the DMSO/TBAP electrolyte medium to describe the redox properties of the phthalocyanines (Pcs) (3–6). Metal-free H2Pc (3 and 4) compounds displayed ring-based redox behaviors. On the other hand, the Mn(OAc)Pc (5 and 6) complexes exhibited rich redox behavior, accompanied by additional metal-based electron transfer processes. These processes gave distinct spectral and color changes, which make them usable as electrochromic materials in applicable technologies.