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Design, Synthesis, Characterization and Electrochemical Properties of BODIPY Dyes Containing Mono, Bis-2-Naphthyloxyhexyloxy and 4-(Benzyloxy)Phenoxyhexyloxy Groups

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Abstract

In this study, the synthesis of boron dipyrromethene dyes containing mono, bis-2-naphthyloxyhexyloxy and 4-(benzyloxy)phenoxyhexyloxy groups has been reported. Boron dipyrromethene dyes were synthesized from the mono, bis-benzaldehyde derivatives with 2,4-dimethylpyrrole in dichloromethane in the presence of trifluoroacetic, 2,3-dichloro-5,6-dicyano-p-benzoquinon, triethyl amine and boron trifluoride diethyl etherate, respectively. Electrochemical characterization of boron dipyrromethene dyes were carried out with voltammetric measurements. Electrochemical studies show that boron dipyrromethene dyes containing mono, bis-2-naphthyloxyhexyloxy and 4-(benzyloxy)phenoxyhexyloxy groups have reversible one reduction potentials unlike irreversible one oxidation potentials.

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Acknowledgments

This study was supported by The Research Fund of Karadeniz Technical University, Trabzon, Turkey.

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Authors and Affiliations

  1. Department of Chemistry, Karadeniz Technical University, 61080, Trabzon, Turkey

    Zekeriya Biyiklioglu & Turgut Keleş

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  1. Zekeriya Biyiklioglu
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  2. Turgut Keleş
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Correspondence to Zekeriya Biyiklioglu.

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Biyiklioglu, Z., Keleş, T. Design, Synthesis, Characterization and Electrochemical Properties of BODIPY Dyes Containing Mono, Bis-2-Naphthyloxyhexyloxy and 4-(Benzyloxy)Phenoxyhexyloxy Groups. J Fluoresc 26, 2257–2266 (2016). https://doi.org/10.1007/s10895-016-1921-1

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  • DOI: https://doi.org/10.1007/s10895-016-1921-1

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