TY - JOUR
T1 - Nonfullerene acceptors from thieno[3,2-b]thiophene-fused naphthalene donor core with six-member-ring connection for efficient organic solar cells
AU - Du, Siying
AU - Yao, Nannan
AU - Liu, Shungang
AU - Xu, Yongzhuo
AU - Cao, Jiamin
AU - Zhuang, Wenliu
AU - Yu, Junting
AU - Wang, Nong
AU - Yu, Donghong
AU - Zhang, Fengling
AU - Wang, Ergang
N1 - Funding Information:
J.C. acknowledges financial support from the National Natural Science Foundation of China ( 21604021 ), China Scholarship Council ( CSC , 201808430041 ), Hunan Provincial Natural Science Foundation ( 2018JJ3141 ), and School of Materials Science and Engineering, Jiangsu Engineering Laboratory of Light-Electricity-Heat Energy-Converting Materials and Applications . N.Y. and F.Z. acknowledge funding from the Knut and Alice Wallenberg Foundation under Contract 2016.0059 , the Swedish Government Research Area in Materials Science on Functional Materials at Linköping University (Faculty Grant SFO-Mat-LiU 200900971 ), and China Scholarship Council ( CSC , 201708370115 ). D. Y. thanks the financial support Sino-Danish Centre for Education and Research (SDC), and Hunan Furong Scholarship, China . W.Z. appreciates support from the China Scholarship Council ( 201908440047 ), NSFC project ( 11272093 ), Guangzhou Municipal Science and Technology Bureau ( 201804010501 , 201904010381 ), Department of Education of Guangdong Province ( 2018GKTSCX041 , 2017GKQNCX005 ), Department of Science and Technology of Guangdong Province ( 2016A010103046 ), and the Open Fund of the State Key Laboratory of Luminescent Materials and Devices ( South China University of Technology , 2020-skllmd-07 ). N.W. acknowledges financial support from China Scholarship Council ( CSC , 201808620028 ). E.W. thanks the Swedish Research Council ( 2015-04853 , 2016-06146 , 2019-04683 ), the Swedish Research Council Formas , and the Wallenberg Foundation ( 2017.0186 , 2016.0059 ) for financial support.
Publisher Copyright:
© 2020 Elsevier Ltd
Copyright:
Copyright 2020 Elsevier B.V., All rights reserved.
PY - 2021/2
Y1 - 2021/2
N2 - Comprehensive design ideas on the fused-ring donor-core in state-of-the-art acceptor-donor-acceptor (A-D-A) nonfullerene acceptors (NFAs) are still of great importance for regulating the electron push-pull effect for the sake of optimal light-harvesting, frontier molecular orbital levels, and finally their photovoltaic properties. Herein, thieno[3,2-b]thiophenes were fused in bay-area of naphthalene via six-member-ring connection, resulting in the formation of dihydropyrenobisthieno[3,2-b]thiophene based octacyclic ladder-type donor core, which was flanked by two 1,1-dicyanomethylene-3-indanone (IC) acceptor motifs with and without 5,6-diflourination, namely PTT-IC and PTT-2FIC, respectively, as novel efficient A-D-A fused-ring electron acceptors (FREAs). Compared with PTT-IC, fluorinated PTT-2FIC possesses narrower optical bandgap of 1.48 eV, better π-π stacking, and its PBDB-T:PTT-2FIC blend film exhibited better morphology, and better hole and electron mobility. As a result, nonfullerene solar cells using PBDB-T:PTT-2FIC as the active layer achieved a decent PCE of 10.40%, with an open-circuit voltage (VOC) of 0.87 V, a fill factor (FF) of 0.65, and a much higher short-circuit current (JSC) of 18.26 mA/cm2. Meanwhile, the PBDB-T:PTT-IC cells delivered a lower JSC of 12.58 mA/cm2 but a higher VOC of 0.99 V, thus resulting in a PCE of 7.39% due to its wider optical bandgap of 1.58 eV and higher LUMO energy level. These results demonstrated that NFAs based on fused-ring donor core from fusing thieno[3,2-b]thiophenes with naphthalene via six-member-ring connection are promising for organic photovoltaic applications.
AB - Comprehensive design ideas on the fused-ring donor-core in state-of-the-art acceptor-donor-acceptor (A-D-A) nonfullerene acceptors (NFAs) are still of great importance for regulating the electron push-pull effect for the sake of optimal light-harvesting, frontier molecular orbital levels, and finally their photovoltaic properties. Herein, thieno[3,2-b]thiophenes were fused in bay-area of naphthalene via six-member-ring connection, resulting in the formation of dihydropyrenobisthieno[3,2-b]thiophene based octacyclic ladder-type donor core, which was flanked by two 1,1-dicyanomethylene-3-indanone (IC) acceptor motifs with and without 5,6-diflourination, namely PTT-IC and PTT-2FIC, respectively, as novel efficient A-D-A fused-ring electron acceptors (FREAs). Compared with PTT-IC, fluorinated PTT-2FIC possesses narrower optical bandgap of 1.48 eV, better π-π stacking, and its PBDB-T:PTT-2FIC blend film exhibited better morphology, and better hole and electron mobility. As a result, nonfullerene solar cells using PBDB-T:PTT-2FIC as the active layer achieved a decent PCE of 10.40%, with an open-circuit voltage (VOC) of 0.87 V, a fill factor (FF) of 0.65, and a much higher short-circuit current (JSC) of 18.26 mA/cm2. Meanwhile, the PBDB-T:PTT-IC cells delivered a lower JSC of 12.58 mA/cm2 but a higher VOC of 0.99 V, thus resulting in a PCE of 7.39% due to its wider optical bandgap of 1.58 eV and higher LUMO energy level. These results demonstrated that NFAs based on fused-ring donor core from fusing thieno[3,2-b]thiophenes with naphthalene via six-member-ring connection are promising for organic photovoltaic applications.
KW - Naphthalene
KW - Nonfullerene acceptors
KW - Organic solar cells
KW - Power conversion efficiency
KW - Six-member-ring
UR - http://www.scopus.com/inward/record.url?scp=85092907607&partnerID=8YFLogxK
U2 - 10.1016/j.dyepig.2020.108892
DO - 10.1016/j.dyepig.2020.108892
M3 - Journal article
AN - SCOPUS:85092907607
SN - 0143-7208
VL - 185
JO - Dyes and Pigments
JF - Dyes and Pigments
IS - Part A
M1 - 108892
ER -