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Issue 16, 2015
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Does a nitrogen matter? Synthesis and photoinduced electron transfer of perylenediimide donors covalently linked to C59N and C60 acceptors

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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.

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

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Publication details

The article was received on 15 Jan 2015, accepted on 12 Mar 2015 and first published on 16 Mar 2015


Article type: Paper
DOI: 10.1039/C5NR00308C
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Citation: Nanoscale, 2015,7, 7437-7444
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    Does a nitrogen matter? Synthesis and photoinduced electron transfer of perylenediimide donors covalently linked to C59N and C60 acceptors

    L. Martín-Gomis, G. Rotas, K. Ohkubo, F. Fernández-Lázaro, S. Fukuzumi, N. Tagmatarchis and Á. Sastre-Santos, Nanoscale, 2015, 7, 7437
    DOI: 10.1039/C5NR00308C

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