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Synthesis, characterisation and electrochemical investigation of phthalocyanines with pendant 4‐{2‐[2‐(4‐ tert ‐butylphenoxy)ethoxy]ethoxy} substituents
Author(s) -
Acar İrfan,
Topçu Saim,
Bıyıklıoğlu Zekeriya,
Kantekin Halit
Publication year - 2013
Publication title -
coloration technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.297
H-Index - 49
eISSN - 1478-4408
pISSN - 1472-3581
DOI - 10.1111/cote.12031
Subject(s) - phthalocyanine , chemistry , alkoxy group , cobalt , zinc , cyclic voltammetry , metal , molecule , electrochemistry , inorganic chemistry , copper , ligand (biochemistry) , photochemistry , organic chemistry , electrode , alkyl , biochemistry , receptor
In this study, a novel metal‐free phthalocyanine and three metallophthalocyanines carrying four 2‐[2‐(4‐ tert ‐butylphenoxy)ethoxy groups on the periphery were prepared by cyclotetramerisation of a dinitrile derivative in the presence of the corresponding divalent metal salts [zinc( ii ), cobalt( ii ), copper( ii )]. These new phthalocyanine compounds have been characterised by infrared, 1 H and 13 C nuclear magnetic resonance and electrospray mass spectroscopies and elemental analysis. The electrochemical properties of the metal‐free , zinc( ii ) and cobalt( ii ) phthalocyanines were investigated by cyclic voltammetry and differential pulse voltammetry methods. The cobalt complex showed a metal‐based reduction process, while the metal‐free and zinc( ii ) phthalocyanines showed ligand‐based electron transfer processes. It has been found that the absorption spectra substantially depend on concentration. It has been shown that these changes are attributable to the association of the phthalocyanine molecule. The number of molecules in the associates and the equilibrium constants for this association are determined.