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Self-assembly, optical, thermal and electrochemical properties of bis-N-benzyl perylene diimide dye

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Abstract

Flexible methylene containing N, N’-bis-(benzyl)-3,4,9,10-perylenebis(dicarboximide) (1) was synthesized. Self-assembled microstructures (hollow tubes, average length and width: 7.7 and 0.8 µm) of 1 were also prepared (T-1). Comparative studies of the optical, thermal and electrochemical properties of 1 and T-1 have been extensively carried out. The T-1 hallow tubes have shown extremely broad absorption in the near-infrared (300-800 nm) region (NIR) even in solution and intensified conductivity in the solid-state compared to 1. Under daylight and a UV lamp (365 nm), the emission colors of 1 are uniform pink and fluorescent yellow, respectively. Under the same conditions the colors of T-1 change to deep brown and glowing red, respectively. Two different isopotential points obtained through CV scans for 1 indicate the presence of two interconvertible chromophores within the system. The results clearly indicate that the anodic and cathodic processes are extremely intensified in the self-assembled T-1 structure.

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Authors and Affiliations

  1. Department of Environmental Engineering, Faculty of Engineering Cyprus International University, Nicosia, N. Cyprus, Mersin 10, Turkey

    Devrim Ozdal & Nur P. Aydinlik

  2. Department of Chemistry Faculty of Arts and Science, Eastern Mediterranean University, Famagusta, N. Cyprus, Mersin 10, Turkey

    Jagadeesh B. Bodapati & Huriye Icil

Authors
  1. Devrim Ozdal
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  2. Nur P. Aydinlik
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  3. Jagadeesh B. Bodapati
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  4. Huriye Icil
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Correspondence to Huriye Icil.

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Ozdal, D., Aydinlik, N.P., Bodapati, J.B. et al. Self-assembly, optical, thermal and electrochemical properties of bis-N-benzyl perylene diimide dye. Photochem Photobiol Sci 16, 262–270 (2017). https://doi.org/10.1039/c6pp00348f

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