Α- And β-substituted metal-free phthalocyanines: Synthesis, photophysical and electrochemical properties

Hande Pekbelgin Karaoglu*, Ayfer Kalkan Burat

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

Two novel phthalonitrile derivatives, bearing two hexyloxy groups and a benzodioxin (or a naphthodioxin) annulated ring, along with their corresponding metal-free phthalocyanines (H2Pc) were prepared. FT-IR, mass, electronic absorption, 1H NMR, and 13C NMR spectroscopy were employed for the characterization of all compounds. The effect of hexadeca substituents on the photophysical properties of metal-free Pcs was investigated. Photophysical properties of H2Pc were studied in tetrahydrofuran (THF). Fluorescent quantum yields of phthalocyanines (Pcs) were calculated and compared with the unsubstituted phthalocyanine. 1,4-Benzoquinone effectively quenched the fluorescence of these compounds in THF. Cyclic and square wave voltammetry methods were applied to metal-free phthalocyanines and Pc-centered oxidation and reduction processes were obtained.

Original languageEnglish
Article number363
JournalMolecules
Volume25
Issue number2
DOIs
Publication statusPublished - 16 Jan 2020

Bibliographical note

Publisher Copyright:
© 2020 by the authors.

Funding

Funding: This work was supported by the Research Fund of the Istanbul Technical University.

FundersFunder number
Istanbul Teknik Üniversitesi

    Keywords

    • Electrochemistry
    • Fluorescence
    • Hexadeca substitution
    • Photophysics
    • Phthalocyanine
    • Synthesis

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