Synthesis, crystal structure, and photophysical properties of 2,9-disubstituted peropyrene derivatives

Autor: Ritsuki Nishii, Takashi Kubo, Hiroyuki Matsuzaki, Daiki Yamanaka, Aizitiaili Abulikemu, Kazuyuki Uchida, Kenji Kamada, Yusuke Sakagami, Akihiro Furube
Rok vydání: 2017
Předmět:
Zdroj: Canadian Journal of Chemistry. 95:432-444
ISSN: 1480-3291
0008-4042
DOI: 10.1139/cjc-2016-0569
Popis: Peropyrene is a promising candidate molecule for use in organic solar cells based on singlet fission, because it fulfills the energy matching requirement for singlet fission. We prepare three 2,9-disubstitued peropyrene derivatives and investigate their crystal structures, photophysical properties, and singlet fission phenomenon. Although each derivative shows different molecular overlap motifs in solid state, no singlet fission occurs under normal exciton density conditions due to the substantial stabilization of the first excited singlet (S1) state. In contrast, under high exciton density conditions, singlet fission from highly excited singlet (Sn) states, which is generated by singlet–singlet exciton annihilation, takes place to produce a triplet exciton. We also investigate the reverse process of singlet fission, that is, triplet–triplet annihilation, of peropyrene in solution state to explore the possibility of photon upconversion.
Databáze: OpenAIRE