TY - JOUR
T1 - Alkoxy-Induced Near-Infrared Sensitive Electron Acceptor for High-Performance Organic Solar Cells
AU - Zhu, Jingshuai
AU - Xiao, Yiqun
AU - Wang, Jiayu
AU - Liu, Kuan
AU - Jiang, Haotian
AU - Lin, Yuze
AU - Lu, Xinhui
AU - Zhan, Xiaowei
N1 - Funding Information:
X.Z. thanks NSFC (No. 51761165023 and 21734001), Y.L. thanks NSFC (21504058), and X.L thanks NSFC/RGC Joint Research Scheme No. NCUHK418/17, Research Grant Council of Hong Kong (General Research Fund No. 14314216), and the beamtime and technical support provided by 19U2 beamline at SSRF, Shanghai.
Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/6/26
Y1 - 2018/6/26
N2 - We develop a fused-ring electron acceptor (IOIC3) based on naphtho[1,2-b:5,6-b′]dithiophene core with alkoxy side-chains and compare it with its counterpart (IOIC2) with alkyl side-chains. Change in the side-chains affects electronic, optical, charge transport, and morphological properties of the analogues. Because of π-conjugative effect and σ-inductive effect of the oxygen atoms, IOIC3 exhibits a slightly upshifted HOMO level (-5.38 eV) and a downshifted LUMO level (-3.84 eV) relative to IOIC2 (HOMO = -5.41 eV, LUMO = -3.78 eV), leading to red-shifted absorption and smaller optical bandgap of 1.45 eV than that of IOIC2 (1.54 eV). IOIC3 exhibits a higher electron mobility of 1.5 × 10-3 cm2 V-1 s-1 than IOIC2 (1.0 × 10-3 cm2 V-1 s-1). Organic solar cells (OSCs) based on PTB7-Th:IOIC3 exhibit power conversion efficiency (PCE) as high as 13.1%, significantly higher than that of PTB7-Th:IOIC2 (9.33%). The semitransparent OSCs based on PTB7-Th:IOIC3 afford PCEs of up to 10.8% with an average visible transmittance (AVT) of 16.4%, higher than those of PTB7-Th:IOIC2 (PCE = 7.32%, AVT = 13.1%).
AB - We develop a fused-ring electron acceptor (IOIC3) based on naphtho[1,2-b:5,6-b′]dithiophene core with alkoxy side-chains and compare it with its counterpart (IOIC2) with alkyl side-chains. Change in the side-chains affects electronic, optical, charge transport, and morphological properties of the analogues. Because of π-conjugative effect and σ-inductive effect of the oxygen atoms, IOIC3 exhibits a slightly upshifted HOMO level (-5.38 eV) and a downshifted LUMO level (-3.84 eV) relative to IOIC2 (HOMO = -5.41 eV, LUMO = -3.78 eV), leading to red-shifted absorption and smaller optical bandgap of 1.45 eV than that of IOIC2 (1.54 eV). IOIC3 exhibits a higher electron mobility of 1.5 × 10-3 cm2 V-1 s-1 than IOIC2 (1.0 × 10-3 cm2 V-1 s-1). Organic solar cells (OSCs) based on PTB7-Th:IOIC3 exhibit power conversion efficiency (PCE) as high as 13.1%, significantly higher than that of PTB7-Th:IOIC2 (9.33%). The semitransparent OSCs based on PTB7-Th:IOIC3 afford PCEs of up to 10.8% with an average visible transmittance (AVT) of 16.4%, higher than those of PTB7-Th:IOIC2 (PCE = 7.32%, AVT = 13.1%).
UR - http://www.scopus.com/inward/record.url?scp=85051743980&partnerID=8YFLogxK
U2 - 10.1021/acs.chemmater.8b01677
DO - 10.1021/acs.chemmater.8b01677
M3 - Journal article
AN - SCOPUS:85051743980
VL - 30
SP - 4150
EP - 4156
JO - Chemistry of Materials
JF - Chemistry of Materials
SN - 0897-4756
IS - 12
ER -