1 Ocak 2020 Dergi makalesi Açık Erişim

Al-Khateeb, Basma; Dinleyici, Meltem; Abourajab, Arwa; Kok, Cansu; Bodapati, Jagadeesh B.; Uzun, Duygu; Koyuncu, Sermet; Icil, Huriye

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{
  "DOI": "10.1016/j.jphotochem.2020.112432", 
  "abstract": "Novel, one bay-substituted perylene bisanhydride (6) and two bay-substituted perylene bisimides (7, 10) have been successfully synthesized with a large and swallow tail type, 2-decyl-1-tetradecanoyl substituents at the bay area (1 and 7 positions). The non-bay-substituted perylene bisimides with the same N-substituents were prepared as model compounds (3, 9) for comparison. Absorption and fluorescence, electrochemical, spectro-electrochemical, morphological properties of the compounds were investigated, and then, density functional theory (DFT) simulations were conducted. The compounds 6, 7 and 10 have shown J-aggregated featureless, very broad absorbance through the UV-vis-NIR region with a strong fluorescence quenching attributed to efficient intramolecular electron transfer from electron donor 2-decyl-1-tetradecanoyl substituent to PDI acceptor and scaffolds allow pi-pi intermolecular interactions, induced molecular aggregation. The absolute positions of LUMO and HOMO values for 3, 9, 6, 7 and 10 in solutions were - 3.91/ - 6.09 eV, - 3.93/ - 6.08 eV, -4.02/ - 5.90 eV, - 4.02/- 5.91 eV and - 4.02/ - 5.97 eV, respectively. The onset reduction potential of compounds 6, 7 and 10 are lower than those of compounds 3 and 9. Similarly, the onset oxidation potential values of the compounds 6, 7 and 10 are smaller than those of the non-bay-substituted perylene dyes 3 and 9. The synthesized compounds (3 with 7; 9 with 10) can be exploited as an off-on fluorescence probes for photonic applications.", 
  "author": [
    {
      "family": "Al-Khateeb", 
      "given": " Basma"
    }, 
    {
      "family": "Dinleyici", 
      "given": " Meltem"
    }, 
    {
      "family": "Abourajab", 
      "given": " Arwa"
    }, 
    {
      "family": "Kok", 
      "given": " Cansu"
    }, 
    {
      "family": "Bodapati", 
      "given": " Jagadeesh B."
    }, 
    {
      "family": "Uzun", 
      "given": " Duygu"
    }, 
    {
      "family": "Koyuncu", 
      "given": " Sermet"
    }, 
    {
      "family": "Icil", 
      "given": " Huriye"
    }
  ], 
  "container_title": "JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY", 
  "id": "11341", 
  "issued": {
    "date-parts": [
      [
        2020, 
        1, 
        1
      ]
    ]
  }, 
  "title": "Swallow tail bay-substituted novel perylene bisimides: Synthesis, characterization, photophysical and electrochemical properties and DFT studies", 
  "type": "article-journal", 
  "volume": "393"
}