Does a nitrogen matter? Synthesis and photoinduced electron transfer of perylenediimide donors covalently linked to C59N and C60 acceptors

Luis Martín-Gomis, Georgios Rotas, Kei Ohkubo, Fernando Fernández-Lázaro, Shunichi Fukuzumi, Nikos Tagmatarchis, Ángela Sastre-Santos

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

The first perylenediimide (PDI) covalently linked to an azafullerene (C59N) is described. PDI-C59N and PDI-C60 dyads where PDI acts as an electron-donor moiety have been synthesized by connection of the balls to the PDI 1-bay position. Photoexcitation of the PDI unit in both systems results in formation of the charge-separated state by photoinduced electron transfer from the singlet excited state of the PDI moiety to the C59N or to the C60 moiety. The charge-separated state has a lifetime of 400 ps in the case of PDI-C59N and 120 ps for the PDI-C60 dyad in benzonitrile at 298 K. This result has significant implications for the design of organic solar cells based on covalent donor-acceptor systems using C59N as an electron acceptor, indicating that longer-lived charge-separated states can be attained using C59N systems instead of C60 systems.

Original languageEnglish
Pages (from-to)7437-7444
Number of pages8
JournalNanoscale
Volume7
Issue number16
DOIs
StatePublished - 28 Apr 2015

Bibliographical note

Publisher Copyright:
© 2015 The Royal Society of Chemistry.

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