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Synthesis, Photo-physical, DFT and Photodiodes Properties of Subphthalocyanine-BODIPY Dyads

Abstract

In this study, the subphthalocyanine-borondipyrromethene conjugates have been successfully designed and synthesized. The novel compounds were fully characterized by using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry, 1H, and 13C NMR spectroscopy. The photophysical properties of the conjugates were investigated by means of absorption and fluorescence spectroscopies in benzene solutions. The results showed that while absorption spectra of both conjugates remain almost the same, compound 5 has better fluorescence behavior and higher energy transfer efficiency. To test the effect of replacement methyl group in the conjugates, Density functional theory (DFT) was used to calculate equilibrium geometries of ground state for the conjugates. The torsional angle of the BODIPY with reference to Sub-Pc in compound 5 (-125.4°) was different than compound 6 (-91.4°). This planarization results in a decrease of the orbital energy for BODIPY unit in compound 5 makes a smaller gap for energy transfer mechanism between BODIPY and Sub-Pc unit. In addition, their photodiode properties were tested here. The obtained phototransient current and capacitance results indicated that the devices exhibit both a photodiode and photocapacitor properties. Therefore, it can be and concluded that the subphthalocyanine-borondipyrromethene conjugate-based photodevices can be used as a photodiode in solar tracking systems.

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Publication details

The article was received on 24 Nov 2017, accepted on 12 Feb 2018 and first published on 12 Feb 2018


Article type: Paper
DOI: 10.1039/C7NJ04568A
Citation: New J. Chem., 2018, Accepted Manuscript
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    Synthesis, Photo-physical, DFT and Photodiodes Properties of Subphthalocyanine-BODIPY Dyads

    E. Özcan, G. Keşan, B. Topaloğlu, E. Tanrıverdi Eçik, A. Dere, F. Yakuphanoglu and B. Cosut, New J. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C7NJ04568A

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