Electrochemical and In-situ exhibited spectroelectrochemical properties of novel 4,4′-(3,5-di-tert-butyl-1,2-phenylene)bis(oxy) substituted ball-type phthalocyanine compounds

Şahin S., Kaniz T., ORMAN E. B., ODABAŞ Z., ÖZKAYA A. R.

Synthetic Metals, cilt.297, 2023 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 297
  • Basım Tarihi: 2023
  • Doi Numarası: 10.1016/j.synthmet.2023.117408
  • Dergi Adı: Synthetic Metals
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, PASCAL, Aerospace Database, Chemical Abstracts Core, Chimica, Communication Abstracts, Compendex, INSPEC, Metadex, Civil Engineering Abstracts
  • Anahtar Kelimeler: Ball-type, Dinuclear, Electrochemistry, In-situ spectroelectrochemistry, Phthalocyanine, Synthesis
  • Marmara Üniversitesi Adresli: Evet

Özet

In this study, binuclear ball-type metallophthalocyanine compounds Co2Pc2 (2), Fe2(OAc)2Pc2 (3), Mn2(OAc)2Pc2 (4), Ni2Pc2 (5), Zn2Pc2 (6) were obtained by using 4,4′-((3,5-di-tert-butyl-1,2-phenylene)bis(oxy))diphthalonitrile, and metal salts (mol ratio of metal salts and ligand:5/1), and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as a catalyst in 0.25 mL dimethylethanolamine at reflux temperature for about 20 min. Phthalocyanines have shown high solubility in common organic solvents since they contain eight bulky butyl groups and showed minimal aggregation in common solvents. The chemical structure of the complexes and their precursor has been characterized by spectral methods and elemental analysis. Electron transfer properties of all ball-type metallophthalocyanines were studied by using electrochemical and in-situ spectroelectrochemical measurements in non-aqueous media. Two kinds of electron transfer processes, i.e., metal-based and phthalocyanine ring-based redox processes, were revealed by these complexes. The electrochemical experiments displayed the establishment of discrete mixed-valenced oxidized as well as reduced groups resulting from intramolecular interactions between the two phthalocyanines and two metal units in novel ball-type complexes. Advanced redox properties of these complexes developed noticeable spectral and color changes, detected by in-situ spectroelectrochemical measurements in a solution medium.