Synthesis and fluorescence properties of phthalocyanines with dibromo- and tribromo-phenoxy functionalities

Ibrahim Özçeşmeci

doi:10.1016/j.synthmet.2013.05.031

Synthesis and fluorescence properties of phthalocyanines with dibromo- and tribromo-phenoxy functionalities

Ibrahim Özçeşmeci^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

30 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	128-133
Number of pages	6
Journal	Synthetic Metals
Volume	176
DOIs	https://doi.org/10.1016/j.synthmet.2013.05.031
Publication status	Published - 2013

Funding

This work was supported by the Research Fund of the Technical University of Istanbul . The authors are thankful to Prof. Ahmet Gül and Prof. Michael Hanack for their valuable discussions.

Funders	Funder number
Istanbul Teknik Üniversitesi

Keywords

Aggregation
Bromophenol
Fluorescence
Phthalocyanine
Surfactant
Synthesis

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10.1016/j.synthmet.2013.05.031

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title = "Synthesis and fluorescence properties of phthalocyanines with dibromo- and tribromo-phenoxy functionalities",

abstract = "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.",

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T1 - Synthesis and fluorescence properties of phthalocyanines with dibromo- and tribromo-phenoxy functionalities

AU - Özçeşmeci, Ibrahim

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N2 - 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.

AB - 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.

KW - Aggregation

KW - Bromophenol

KW - Fluorescence

KW - Phthalocyanine

KW - Surfactant

KW - Synthesis

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DO - 10.1016/j.synthmet.2013.05.031

M3 - Article

AN - SCOPUS:84880030962

SN - 0379-6779

VL - 176

SP - 128

EP - 133

JO - Synthetic Metals

JF - Synthetic Metals

ER -

Synthesis and fluorescence properties of phthalocyanines with dibromo- and tribromo-phenoxy functionalities

Abstract

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Keywords

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