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Does a nitrogen matter? Synthesis and photoinduced electron transfer of perylenediimide donors covalently linked to C<inf>59</inf>N and C<inf>60</inf> acceptors

Title
Does a nitrogen matter? Synthesis and photoinduced electron transfer of perylenediimide donors covalently linked to C<inf>59</inf>N and C<inf>60</inf> acceptors
Authors
Martin-Gomis L.Rotas G.Ohkubo K.Fernandez-Lazaro F.Fukuzumi S.Tagmatarchis N.Sastre-Santos A.
Ewha Authors
Shunichi Fukuzumi
SCOPUS Author ID
Shunichi Fukuzumiscopus
Issue Date
2015
Journal Title
Nanoscale
ISSN
2040-3364JCR Link
Citation
vol. 7, no. 16, pp. 7437 - 7444
Publisher
Royal Society of Chemistry
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
The first perylenediimide (PDI) covalently linked to an azafullerene (C<inf>59</inf>N) is described. PDI-C<inf>59</inf>N and PDI-C<inf>60</inf> 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 C<inf>59</inf>N or to the C<inf>60</inf> moiety. The charge-separated state has a lifetime of 400 ps in the case of PDI-C<inf>59</inf>N and 120 ps for the PDI-C<inf>60</inf> 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 C<inf>59</inf>N as an electron acceptor, indicating that longer-lived charge-separated states can be attained using C<inf>59</inf>N systems instead of C<inf>60</inf> systems. © 2015 The Royal Society of Chemistry.
DOI
10.1039/c5nr00308c
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자연과학대학 > 화학·나노과학전공 > Journal papers
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