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Tuning the Electron Acceptor in Phthalocyanine‐Based Electron Donor–Acceptor Conjugates
Author(s) -
Sekita Michael,
Jiménez Ángel J.,
Marcos M. Luisa,
Caballero Esmeralda,
RodríguezMorgade M. Salomé,
Guldi Dirk M.,
Torres Tomás
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201503237
Subject(s) - photoexcitation , perylene , photochemistry , acceptor , electron donor , chemistry , electron acceptor , electron transfer , phthalocyanine , conjugate , electron , excitation , catalysis , molecule , organic chemistry , mathematical analysis , physics , mathematics , condensed matter physics , quantum mechanics , electrical engineering , engineering
Abstract Zinc phthalocyanines (ZnPc) have been attached to the peri ‐position of a perylenemonoimide (PMI) and a perylenemonoanhydride (PMA), affording electron donor–acceptor conjugates 1 and 2 , respectively. In addition, a perylene‐monoimide‐monoanhydride (PMIMA) has been connected to a ZnPc through its imido position to yield the ZnPc‐PMIMA conjugate 10 . The three conjugates have been studied for photoinduced electron transfer. For ZnPc‐PMIMA 10 , electron transfer occurs upon both ZnPc and PMIMA excitation, giving rise to a long‐lived (340 ps) charge‐separated state. For ZnPc‐PMI 1 and ZnPc‐PMA 2 , stabilization of the radical ion pair states by using polar media is necessary. In THF, photoexcitation of either ZnPc or PMI/PMA produces charge‐separated states with lifetimes of 375 and 163 ps, respectively.