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Isomeric Effect on Optoelectronic Properties and Photovoltaic Performance of Anthraquinone‐Core Perylene Diimide (PDI) and Helical PDI dimers
Author(s) -
You Xiaoxiao,
Hu Juan,
Wu Mingliang,
Huang Huaxi,
Shao Guangwei,
Zhang Junrui,
Wu Di,
Xia Jianlong
Publication year - 2019
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.201902302
Subject(s) - diimide , perylene , anthraquinone , acceptor , photochemistry , materials science , luminescence , organic solar cell , electron acceptor , polymer solar cell , chemistry , optoelectronics , energy conversion efficiency , molecule , polymer , organic chemistry , physics , condensed matter physics
Isomerism heavily influences the optoelectronic properties and self‐assembly behavior of compounds and subsequently affects their device performance. Herein, two pairs of isomeric perylene diimide (PDI) dimers, PDI and PDI2, were designed and synthesized. The electron‐deficient 9,10‐anthraquinone group was employed as the bridge, and thus, the resultant dimers exhibited an acceptor–acceptor–acceptor (A‐A‐A) structure. To determine the isomeric effects on the optoelectronic properties and photovoltaic performance of these dimers, their absorptivity, luminescence, and redox behavior were studied. Bulk heterojunction organic solar cells based on these four dimers were fabricated and measured. The two PDI dimers exhibited clear differences in photovoltaic performance, whereas the two PDI2 analogues showed similar power conversion efficiencies (PCEs). The PCEs of the two PDI2 dimers are much higher than those of the PDI dimers. These results illustrate that the isomeric effect of PDI dimers is much larger than that of PDI2 dimers on the device performance, and proper expansion of conjugation could improve the device performance.