Perylene Diimide-Fused Dithiophenepyrroles with Different End Groups as Acceptors for Organic Photovoltaics

二亚胺 材料科学 有机太阳能电池 接受者 分子内力 吸收(声学) 分子 光化学 化学 聚合物 有机化学 凝聚态物理 物理 复合材料
作者
Yu‐Che Lin,Nian‐Zu She,Chung‐Hao Chen,Atsushi Yabushita,Heng Lin,Menghua Li,Bin Chang,Ting‐Fang Hsueh,Bing‐Shiun Tsai,Po‐Tuan Chen,Yang Yang,Kung‐Hwa Wei
出处
期刊:ACS Applied Materials & Interfaces [American Chemical Society]
卷期号:14 (33): 37990-38003 被引量:25
标识
DOI:10.1021/acsami.2c06135
摘要

In this study, we synthesized four new A–DA′D–A acceptors (where A and D represent acceptor and donor chemical units) incorporating perylene diimide units (A′) as their core structures and presenting various modes of halogenation and substitution of the functional groups at their end groups (A). In these acceptors, by fusing dithiophenepyrrole (DTP) moieties (D) to the helical perylene diimide dimer (hPDI) to form fused-hPDI (FhPDI) cores, we could increase the D/A′ oscillator strength in the cores and, thus, the intensity of intramolecular charge transfer (ICT), thereby enhancing the intensity of the absorption bands. With four different end group units─IC2F, IC2Cl, IO2F, and IO2Cl─tested, each of these acceptor molecules exhibited different optical characteristics. Among all of these systems, the organic photovoltaic device incorporating the polymer PCE10 blended with the acceptor FhPDI-IC2F (1:1.1 wt %) had the highest power conversion efficiency (PCE) of 9.0%; the optimal PCEs of PCE10:FhPDI-IO2F, PCE10:FhPDI-IO2Cl, and PCE10:FhPDI-IC2Cl (1:1.1 wt %) devices were 5.2, 4.7, and 7.7%, respectively. The relatively high PCE of the PCE10:FhPDI-IC2F device resulted primarily from the higher absorption coefficients of the FhPDI-IC2F acceptor, lower energy loss, and more efficient charge transfer; the FhPDI-IC2F system experienced a lower degree of geminate recombination─as a result of improved delocalization of π-electrons along the acceptor unit─relative to that of the other three acceptors systems. Thus, altering the end groups of multichromophoric PDI units can increase the PCEs of devices incorporating PDI-derived materials and might also be a new pathway for the creation of other valuable fused-ring derivatives.
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