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Porphyrin-rylene-diimide-hexabenzocoronene triads

2019; World Scientific; Volume: 24; Issue: 01n03 Linguagem: Inglês

10.1142/s1088424619500810

1099-1409

Max Martin, Carolin Dusold, Andreas Hirsch, Norbert Jux,

Synthesis and Properties of Aromatic Compounds

Hexa-peri-hexabenzocoronenes (HBCs), substituted by two different chromophores in an ortho arrangement, were synthesized for the first time and investigated towards their photophysical properties. Rylene-diimide dyes, in particular naphthalene-diimides (NDIs) and perylene-diimides (PDIs), were attached to the HBC as the first, and porphyrins as the second chromophore. Therefore, porphyrin-NDI-HPB as well as porphyrin-PDI-HPB precursors were accessed and converted into the respective HBC derivatives applying oxidative Scholl conditions. UV-vis absorption and fluorescence emission spectroscopy showed interesting photophysical behavior such as energy transfer processes. Particularly, the porphyrin-PDI-HBC displays pronounced absorption features between 330–650 nm, which cover a wide range of the visible spectrum.