Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1441275 | Synthetic Metals | 2013 | 6 Pages |
•Novel phthalocyanines with dibromophenoxy and tribromophenoxy were synthesized.•Aggregation properties of these compounds were investigated.•The effect of bromine group on the spectroscopic properties are also investigated.
The synthesis and characterization of new peripherally tetra-substituted metal-free and zinc(II) phthalocyanines with 3,4-dibromophenoxy and 2,4,5-tribromophenoxy functionalities are described for the first time in this study. Novel phthalocyanines were characterized with elemental analyses, mass, proton nuclear magnetic resonance (1H NMR), Fourier transform infrared spectroscopy (FT-IR) and ultraviolet–visible spectroscopy (UV–vis) techniques. Aggregation properties of these compounds were investigated in the concentration range of 1–10 μM in dichloromethane before and after addition of surfactant Triton X-100. The influence of the substituent on the phthalocyanine framework, central metal ion (metal-free or zinc) and the position of the bromine group on the spectroscopic properties are also investigated.
Graphical abstractThe synthesis and characterization of new peripherally tetra-substituted metal-free and zinc(II) phthalocyanines with 3,4-dibromophenoxy and 2,4,5-tribromophenoxy functionalities are described for the first time in this study. Novel phthalocyanines were characterized with elemental analyses, mass, proton nuclear magnetic resonance (1H NMR), Fourier transform infrared spectroscopy (FT-IR) and ultraviolet–visible spectroscopy (UV–vis) techniques. Aggregation properties of these compounds were investigated in the concentration range of 1–10 μM in dichloromethane before and after addition of surfactant Triton X-100. The influence of the substituent on the phthalocyanine framework, central metal ion (metal-free or zinc) and the position of the bromine group on the spectroscopic properties are also investigated.Figure optionsDownload full-size imageDownload as PowerPoint slide