Synthesis, characterization and some properties of novel bis(pentafluorophenyl)methoxyl substituted metal free and metallophthalocyanines

Metin Özer, Ahmet Altindal, Ali Riza Özkaya, Mustafa Bulut, Özer Bekaroǧlu*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

88 Citations (Scopus)


The preparation of some new tetrakis[bis(pentafluorophenyl)methoxyl] substituted metal free and metallophthalocyanine (MPcs) complexes were achieved by the tetramerization of 4-[bis(pentafluorophenyl)methoxy]phthalonitrile with Li metal in pentan-1-ol or metal [Co(II) or Zn(II)] acetates in DMAE, respectively. The structures of the target compounds were confirmed by elemental analysis, IR, UV-vis, 1H NMR, 19F NMR and mass spectroscopic methods. MPcs are soluble only in strong and medium polar solvents while the metal free one is soluble in weakly, medium and strong polar solvents. The temperature and frequency dependence of the electrical conductivities were studied on spin coated films of the compounds using dc and impedance spectroscopy techniques in the frequency range from 40 to 105 Hz and within the temperature range from 290 to 440 K. The temperature dependence of the exponent s and conductivity, σac, were completely in agreement with the prediction of the hopping model. The redox properties of the complexes were determined by cyclic voltammetry. The nature of the redox processes was also confirmed using spectroelectrochemical measurements.

Original languageEnglish
Pages (from-to)3593-3602
Number of pages10
Issue number18
Publication statusPublished - 25 Dec 2006
Externally publishedYes


This work was supported partly by the Turkish Academy of Sciences (TUBA), The Research Fund of Marmara University (SCIENCE-YYP-290506-0130 and SCIENCE-107/020603) and Scientific and Technical Research Council of Turkey (TUBITAK) [TBAG-HD/50 (105T262)].

FundersFunder number
Türkiye Bilimsel ve Teknolojik Araştirma Kurumu
Türkiye Bilimler Akademisi
Marmara ÜniversitesiSCIENCE-107/020603, SCIENCE-YYP-290506-0130


    • Bis(pentafluorophenyl)methoxyl
    • Cyclic voltammetry
    • Impedance spectra
    • Phthalocyanine
    • Spectroelectrochemistry
    • Synthesis
    • UV-vis spectra


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