Premium
Synthesis and photoinduced electron transfer characteristic of a bis (zinc porphyrin)‐perylene bisimide array
Author(s) -
Wang Fuling,
Tang Jianguo,
Liu Jixian,
Wang Yao,
Wang Rui,
Niu Lin,
Huang Linjun,
Huang Zhen
Publication year - 2011
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1862
Subject(s) - perylene , chemistry , photocurrent , photochemistry , porphyrin , photoinduced electron transfer , homo/lumo , acceptor , molecular orbital , electron acceptor , moiety , molecular wire , electron transfer , absorption spectroscopy , cyclic voltammetry , electron donor , fluorescence , molecule , electrochemistry , stereochemistry , optoelectronics , materials science , organic chemistry , optics , electrode , physics , condensed matter physics , catalysis
In this article, a donor–acceptor array consisting of two zinc porphyrin (ZnPOR) units attached to the 1,7‐positions of perylene‐3,4:9,10‐bis(dicarboximide) (PDI) was synthesized and characterized. This double‐wing molecule exhibits very broad absorption in the region from 300 to 900 nm. Especially, its lower energy absorption feature presumably arises from donor–acceptor interactions. The fluorescence emission spectra confirmed that photoinduced electron transfer occurred from POR to perylene bisimide moiety in this triad. In contrast to previously studied systems incorporating POR and PDI groups, this array shows the evidence of a relatively strong ground‐state electronic coupling between the donor and acceptor moieties. Additionally, highest occupied molecular orbital and lowest unoccupied molecular orbital values of the array were acquired by cyclic voltammetry (CV). The results showed that these energy values fulfill the energetic conditions required for the proposed electron transfer. More importantly, the photocurrent measurement showed that this molecule exhibits a high capacity to form a photoinduced charge‐separated state and to produce steady and prompt cathodic photocurrent responses. These results confirmed the role of this new array toward harvesting light energy and generating photocurrent during the operation of a photoelectrochemical cell. Copyright © 2011 John Wiley & Sons, Ltd.