TY - JOUR
T1 - Ultranarrow Bandgap Naphthalenediimide-Dialkylbifuran-Based Copolymers with High-Performance Organic Thin-Film Transistors and All-Polymer Solar Cells
AU - Shi, Shengbin
AU - Chen, Peng
AU - Wang, Hang
AU - Koh, Chang Woo
AU - Uddin, Mohammad Afsar
AU - Liu, Bin
AU - Liao, Qiaogan
AU - Feng, Kui
AU - Woo, Han Young
AU - Xiao, Guomin
AU - Guo, Xugang
N1 - Funding Information:
S.S., P.C., and H.W. contributed equally to this work. X.G. is thankful for the financial support by the National Science Foundation of China (No. 21774055). G.X. acknowledges the National Natural Science Foundation of China (Nos. 21676054, 21406034), Natural Science foundation of Jiangsu (No. BK20161415), Fundamental Research Funds for the Central Universities (No. 2242018K40041). H.Y.W gratefully acknowledges the financial support by the National Research Foundation (NRF) of Korea (NRF-2019R1A2C2085290, 2019R1A6A1A11044070). M.A.U. acknowledges Juan De La Cierva postdoctoral fellowship.
Funding Information:
S.S., P.C., and H.W. contributed equally to this work. X.G. is thankful for the financial support by the National Science Foundation of China (No. 21774055). G.X. acknowledges the National Natural Science Foundation of China (Nos. 21676054, 21406034), Natural Science foundation of Jiangsu (No. BK20161415), Fundamental Research Funds for the Central Universities (No. 2242018K40041). H.Y.W gratefully acknowledges the financial support by the National Research Foundation (NRF) of Korea (NRF‐2019R1A2C2085290, 2019R1A6A1A11044070). M.A.U. acknowledges Juan De La Cierva postdoctoral fellowship.
Publisher Copyright:
© 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2020/6/1
Y1 - 2020/6/1
N2 - A new polymer acceptor poly{(N,N′-bis(2-ethylhexyl)-1,4,5,8-naphthalenedicarboximide-2,6-diyl)-alt-5,5-(3,3′-didodecyl-2,2′-bifuran)} (NDI-BFR) made from naphthalenediimide (NDI) and furan-derived head-to-head-linked 3,3′-dialkyl-2,2′-bifuran (BFR) units is reported in this study. Compared to the benchmark polymer poly(naphthalenediimide-alt-bithiophene) (N2200), NDI-BFR exhibits a larger bathochromic shift of absorption maxima (842 nm) with a much higher absorption coefficient (7.2 × 104 m−1 cm−1), leading to an ultranarrow optical bandgap of 1.26 eV. Such properties ensure good harvesting of solar light from visible to the near-infrared region in solar cells. Density functional theory calculation reveals that the polymer acceptor NDI-BFR possesses a higher degree of backbone planarity versus the polymer N2200. The polymer NDI-BFR exhibits a decent electron mobility of 0.45 cm2 V−1 s−1 in organic thin-film transistors (OTFTs), and NDI-BFR-based all-polymer solar cells (all-PSCs) achieve a power conversion efficiency (PCE) of 4.39% with a very small energy loss of 0.45 eV by using the environmentally friendly solvent 1,2,4-trimethylbenzene. These results demonstrate that incorporating head-to-head-linked BFR units in the polymer backbone can lead to increased planarity of the polymer backbone, reduced optical bandgap, and improved light absorbing. The study offers useful guidelines for constructing n-type polymers with narrow optical bandgaps.
AB - A new polymer acceptor poly{(N,N′-bis(2-ethylhexyl)-1,4,5,8-naphthalenedicarboximide-2,6-diyl)-alt-5,5-(3,3′-didodecyl-2,2′-bifuran)} (NDI-BFR) made from naphthalenediimide (NDI) and furan-derived head-to-head-linked 3,3′-dialkyl-2,2′-bifuran (BFR) units is reported in this study. Compared to the benchmark polymer poly(naphthalenediimide-alt-bithiophene) (N2200), NDI-BFR exhibits a larger bathochromic shift of absorption maxima (842 nm) with a much higher absorption coefficient (7.2 × 104 m−1 cm−1), leading to an ultranarrow optical bandgap of 1.26 eV. Such properties ensure good harvesting of solar light from visible to the near-infrared region in solar cells. Density functional theory calculation reveals that the polymer acceptor NDI-BFR possesses a higher degree of backbone planarity versus the polymer N2200. The polymer NDI-BFR exhibits a decent electron mobility of 0.45 cm2 V−1 s−1 in organic thin-film transistors (OTFTs), and NDI-BFR-based all-polymer solar cells (all-PSCs) achieve a power conversion efficiency (PCE) of 4.39% with a very small energy loss of 0.45 eV by using the environmentally friendly solvent 1,2,4-trimethylbenzene. These results demonstrate that incorporating head-to-head-linked BFR units in the polymer backbone can lead to increased planarity of the polymer backbone, reduced optical bandgap, and improved light absorbing. The study offers useful guidelines for constructing n-type polymers with narrow optical bandgaps.
KW - absorption coefficients
KW - all-polymer solar cells
KW - polymer acceptors
KW - ultranarrow bandgap
UR - http://www.scopus.com/inward/record.url?scp=85084445816&partnerID=8YFLogxK
U2 - 10.1002/marc.202000144
DO - 10.1002/marc.202000144
M3 - Article
C2 - 32400906
AN - SCOPUS:85084445816
VL - 41
JO - Macromolecular Rapid Communications
JF - Macromolecular Rapid Communications
SN - 1022-1336
IS - 12
M1 - 2000144
ER -