Novel metal-free, metallophthalocyanines and their quaternized derivatives: Synthesis, spectroscopic characterization and catalytic activity of cobalt phthalocyanine in 4-nitrophenol oxidation

ACAR İ., BAYRAK R., SAKA E. T., BIYIKLIOĞLU Z., KANTEKİN H.

POLYHEDRON, cilt.50, sa.1, ss.345-353, 2013 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 50 Sayı: 1
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1016/j.poly.2012.11.032
  • Dergi Adı: POLYHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.345-353
  • Anahtar Kelimeler: Phthalocyanine, Schiff base, Cationic, Cobalt, Catalyst, Oxidation, SUBSTITUTED ZINC PHTHALOCYANINES, METHANOL-WATER MIXTURE, PHOTODYNAMIC THERAPY, MICROWAVE IRRADIATION, PHOTOCHEMICAL PROPERTIES, SOLUBLE PHTHALOCYANINES, AGGREGATION PROPERTIES, ELECTROCHEMISTRY, PHOTOSENSITIZERS, CANCER
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

Novel metal-free, Zn and Co phthalocyanines substituted with four 4-[4-((E)-{[4-(dimethylamino)phenyl]imino}methyl)phenoxy] substituents at peripheral positions have been synthesized. Quaternization of the dimethylamino functionality produced quaternized cationic metal-free, Zn and Co phthalocyanines which were soluble in DMF, DMSO and pyridine. The aggregation behavior of these compounds was investigated in different concentrations of chloroform for the metal-free, Zn and Co phthalocyanines, and DMF for the quaternized metal-free, Zn and Co phthalocyanines. The effect of solvents on the absorption spectra was studied in various organic solvents. Cobalt phthalocyanine complex 6 was tested as a catalyst for the oxidation of 4-nitrophenol with different oxidants, such as tert-butylhydroperoxide (TBHP), m-chloroperoxybenzoic acid (m-CPBA) and hydrogen peroxide (H2O2), in organic solvent. The novel compounds were characterized using IR, H-1 NMR, C-13 NMR, UV-Vis, MS spectral data and elemental analysis. (C) 2012 Elsevier Ltd. All rights reserved.