Synthesis, photophysical and electrochemical properties of novel hexadeca-substituted phthalocyanines bearing naphthoxy groups

Özge Kurt, İbrahim Özçeşmeci, Atıf Koca, Ahmet Gül, Makbule Burkut Koçak*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

22 Citations (Scopus)

Abstract

The synthesis and characterization of a novel tetra-substituted phthalonitrile together with hexadeca-substituted metal-free and metallo phthalocyanines bearing naphthoxy groups in peripheral positions and hexyloxy groups in non-peripheral positions were described. Aggregation properties of phthalocyanine compounds were investigated in a concentration range of 1.4 × 10−5 M to 4 × 10−6 M. The energy transfer to phthalocyanine core and radiative decays of the naphthoxy emission and phthalocyanine core were examined. Electrochemistry of the complexes was studied with cyclic voltammetry and square wave voltammetry techniques. While zinc phthalocyanine (ZnPc) showed two phthalocyanine-based oxidation and two phthalocyanine-based reduction processes, cobalt phthalocyanine (CoPc) illustrated a metal-based and a phthalocyanine-based reductions and one metal-based and two phthalocyanine-based oxidation processes. Redox reactions of CoPcs are electrochemically and chemically reversible, while the reduction processes of ZnPc are reversible and the oxidation processes of ZnPc are quasi-reversible processes.

Original languageEnglish
Pages (from-to)236-243
Number of pages8
JournalDyes and Pigments
Volume137
DOIs
Publication statusPublished - 1 Feb 2017

Bibliographical note

Publisher Copyright:
© 2016 Elsevier Ltd

Funding

This work was supported by the Research Fund of the Istanbul Technical University and TÜBITAK (Project#109T163). AG and AK thank Turkish Academy of Sciences (TUBA) for partial support.

FundersFunder number
Türkiye Bilimsel ve Teknolojik Araştirma Kurumu109T163
Istanbul Teknik Üniversitesi

    Keywords

    • Electrochemistry
    • Energy transfer
    • Hexadeca-substitution
    • Naphthol
    • Phthalocyanine

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