Axially Substituted Silicon Phthalocyanine as Electron Donor in a Dyad and Triad with Azafullerene as Electron Acceptor for Photoinduced Charge Separation |
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Authors: | Dr. Georgios Rotas Dr. Luis Martín‐Gomis Dr. Kei Ohkubo Prof. Dr. Fernando Fernández‐Lázaro Prof. Dr. Shunichi Fukuzumi Dr. Nikos Tagmatarchis Prof. Dr. Ángela Sastre‐Santos |
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Affiliation: | 1. Theoretical and Physical Chemistry Institute, National Hellenic Research Foundation, Greece;2. División de Química Orgánica Instituto de Bioingeniería, Universidad Miguel Hernández, Elche, Spain;3. Division of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, Japan;4. Department of Chemistry and Nano Science, Ewha Womans University, Seoul, Korea;5. Faculty of Science and Technology, Meijo University, SENTAN, Japan Science and Technology Agency (JST), Nagoya, Aichi, Japan |
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Abstract: | The synthesis of a donor–acceptor silicon phthalocyanine (SiPc)‐azafullerene (C59N) dyad 1 and of the first acceptor–donor–acceptor C59N‐SiPc‐C59N dumbbell triad 2 was accomplished. The two C59N‐based materials were comprehensively characterized with the aid of NMR spectroscopy, MALDI‐MS as well as DFT calculations and their redox and photophysical properties were evaluated with CV and steady‐state and time‐resolved absorption and photoluminescence spectroscopy measurements. Notably, femtosecond transient absorption spectroscopy assays revealed that both dyad 1 and triad 2 undergo, after selective photoexcitation of the SiPc moiety, photoinduced electron transfer from the singlet excited state of the SiPc moiety to the azafullerene counterpart to produce the charge‐separated state, with lifetimes of 660 ps, in the case of dyad 1 , and 810 ps, in the case of triad 2 . The current results are expected to have significant implications en route to the design of advanced C59N‐based donor–acceptor systems targeting energy conversion applications. |
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Keywords: | azafullerene donor– acceptor systems materials science photoinduced electron transfer silicon phthalocyanine |
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