TY - JOUR
T1 - Asymmetric fused-ring electron acceptor with two distinct terminal groups for efficient organic solar cells
AU - Ye, Linglong
AU - Xie, Yuanpeng
AU - Xiao, Yiqun
AU - Song, Jiali
AU - Li, Chao
AU - Fu, Huiting
AU - Weng, Kangkang
AU - Lu, Xinhui
AU - Tan, Songting
AU - Sun, Yanming
N1 - Publisher Copyright:
© The Royal Society of Chemistry.
PY - 2019
Y1 - 2019
N2 - Asymmetric acceptor-donor-acceptor (ADA)-type fused-ring electron acceptors (FREAs) have recently attracted increasing interest due to their excellent photovoltaic properties. However, terminal group engineering hasn't received as much attention as central core engineering does. In this work, we designed and synthesized a novel asymmetric FREA with two distinct terminal groups, namely IDTT-2F-Th, to further extend the asymmetricity along the backbone. Indacenodithieno[3,2-b]thiophene (IDTT) is end-capped with 2-(6-oxo-5,6-dihydro-4H-cyclopenta[c]thiophen-4-ylidene)malononitrile and 2-(5,6-difluoro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile terminal groups. Compared with the symmetrical ITCPTC acceptor, IDTT-2F-Th exhibits a deeper lowest unoccupied molecular orbit (LUMO) energy level, broader absorption range and relatively lower crystalline nature. By blending with the PBT1-C-2Cl donor, IDTT-2F-Th-based organic solar cells (OSCs) show a power conversion efficiency (PCE) of 12.0%, which is higher than that (10.3%) of ITCPTC-based devices. Our results demonstrate that terminal group engineering is a promising approach for developing high-performance asymmetric FREAs.
AB - Asymmetric acceptor-donor-acceptor (ADA)-type fused-ring electron acceptors (FREAs) have recently attracted increasing interest due to their excellent photovoltaic properties. However, terminal group engineering hasn't received as much attention as central core engineering does. In this work, we designed and synthesized a novel asymmetric FREA with two distinct terminal groups, namely IDTT-2F-Th, to further extend the asymmetricity along the backbone. Indacenodithieno[3,2-b]thiophene (IDTT) is end-capped with 2-(6-oxo-5,6-dihydro-4H-cyclopenta[c]thiophen-4-ylidene)malononitrile and 2-(5,6-difluoro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile terminal groups. Compared with the symmetrical ITCPTC acceptor, IDTT-2F-Th exhibits a deeper lowest unoccupied molecular orbit (LUMO) energy level, broader absorption range and relatively lower crystalline nature. By blending with the PBT1-C-2Cl donor, IDTT-2F-Th-based organic solar cells (OSCs) show a power conversion efficiency (PCE) of 12.0%, which is higher than that (10.3%) of ITCPTC-based devices. Our results demonstrate that terminal group engineering is a promising approach for developing high-performance asymmetric FREAs.
UR - http://www.scopus.com/inward/record.url?scp=85063957168&partnerID=8YFLogxK
U2 - 10.1039/c9ta01285k
DO - 10.1039/c9ta01285k
M3 - Article
AN - SCOPUS:85063957168
SN - 2050-7488
VL - 7
SP - 8055
EP - 8060
JO - Journal of Materials Chemistry A
JF - Journal of Materials Chemistry A
IS - 14
ER -