Fused Tris(thienothiophene)‐Based Electron Acceptor with Strong Near‐Infrared Absorption for High‐Performance As‐Cast Solar Cells
Abstract
Abstract A fused tris(thienothiophene) (3TT) building block is designed and synthesized with strong electron‐donating and molecular packing properties, where three thienothiophene units are condensed with two cyclopentadienyl rings. Based on 3TT, a fused octacylic electron acceptor (FOIC) is designed and synthesized, using strong electron‐withdrawing 2‐(5/6‐fluoro‐3‐oxo‐2,3‐dihydro‐1H‐inden‐1‐ylidene)‐malononitrile as end groups. FOIC exhibits absorption in 600–950 nm region peaked at 836 nm with extinction coefficient of up to 2 × 10 5 m –1 cm –1 , low bandgap of 1.32 eV, and high electron mobility of 1.2 × 10 –3 cm 2 V –1 s –1 . Compared with its counterpart ITIC3 based on indacenothienothiophene core, FOIC exhibits significantly upshifted highest occupied molecular orbital level, slightly downshifted lowest unoccupied molecular orbital level, significantly redshifted absorption, and higher mobility. The as‐cast organic solar cells (OSCs) based on blends of PTB7‐Th donor and FOIC acceptor without additional treatments exhibit power conversion efficiencies (PCEs) as high as 12.0%, which is much higher than that of PTB7‐Th: ITIC3 (8.09%). The as‐cast semitransparent OSCs based on the same blends show PCEs of up to 10.3% with an average visible transmittance of 37.4%.
- Authors:
-
[1]
- Department of Materials Science and Engineering College of Engineering Key Laboratory of Polymer Chemistry and Physics of Ministry of Education Peking University Beijing 100871 China
- State Key Laboratory for Mechanical Behavior of Materials Xi'an Jiaotong University Xi'an 710049 China
- Publication Date:
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1417000
- Grant/Contract Number:
- DE‐AC02‐05CH11231
- Resource Type:
- Publisher's Accepted Manuscript
- Journal Name:
- Advanced Materials
- Additional Journal Information:
- Journal Name: Advanced Materials Journal Volume: 30 Journal Issue: 10; Journal ID: ISSN 0935-9648
- Publisher:
- Wiley Blackwell (John Wiley & Sons)
- Country of Publication:
- Germany
- Language:
- English
Citation Formats
Li, Tengfei, Dai, Shuixing, Ke, Zhifan, Yang, Langxuan, Wang, Jiayu, Yan, Cenqi, Ma, Wei, and Zhan, Xiaowei. Fused Tris(thienothiophene)‐Based Electron Acceptor with Strong Near‐Infrared Absorption for High‐Performance As‐Cast Solar Cells. Germany: N. p., 2018.
Web. doi:10.1002/adma.201705969.
Li, Tengfei, Dai, Shuixing, Ke, Zhifan, Yang, Langxuan, Wang, Jiayu, Yan, Cenqi, Ma, Wei, & Zhan, Xiaowei. Fused Tris(thienothiophene)‐Based Electron Acceptor with Strong Near‐Infrared Absorption for High‐Performance As‐Cast Solar Cells. Germany. https://doi.org/10.1002/adma.201705969
Li, Tengfei, Dai, Shuixing, Ke, Zhifan, Yang, Langxuan, Wang, Jiayu, Yan, Cenqi, Ma, Wei, and Zhan, Xiaowei. Mon .
"Fused Tris(thienothiophene)‐Based Electron Acceptor with Strong Near‐Infrared Absorption for High‐Performance As‐Cast Solar Cells". Germany. https://doi.org/10.1002/adma.201705969.
@article{osti_1417000,
title = {Fused Tris(thienothiophene)‐Based Electron Acceptor with Strong Near‐Infrared Absorption for High‐Performance As‐Cast Solar Cells},
author = {Li, Tengfei and Dai, Shuixing and Ke, Zhifan and Yang, Langxuan and Wang, Jiayu and Yan, Cenqi and Ma, Wei and Zhan, Xiaowei},
abstractNote = {Abstract A fused tris(thienothiophene) (3TT) building block is designed and synthesized with strong electron‐donating and molecular packing properties, where three thienothiophene units are condensed with two cyclopentadienyl rings. Based on 3TT, a fused octacylic electron acceptor (FOIC) is designed and synthesized, using strong electron‐withdrawing 2‐(5/6‐fluoro‐3‐oxo‐2,3‐dihydro‐1H‐inden‐1‐ylidene)‐malononitrile as end groups. FOIC exhibits absorption in 600–950 nm region peaked at 836 nm with extinction coefficient of up to 2 × 10 5 m –1 cm –1 , low bandgap of 1.32 eV, and high electron mobility of 1.2 × 10 –3 cm 2 V –1 s –1 . Compared with its counterpart ITIC3 based on indacenothienothiophene core, FOIC exhibits significantly upshifted highest occupied molecular orbital level, slightly downshifted lowest unoccupied molecular orbital level, significantly redshifted absorption, and higher mobility. The as‐cast organic solar cells (OSCs) based on blends of PTB7‐Th donor and FOIC acceptor without additional treatments exhibit power conversion efficiencies (PCEs) as high as 12.0%, which is much higher than that of PTB7‐Th: ITIC3 (8.09%). The as‐cast semitransparent OSCs based on the same blends show PCEs of up to 10.3% with an average visible transmittance of 37.4%.},
doi = {10.1002/adma.201705969},
journal = {Advanced Materials},
number = 10,
volume = 30,
place = {Germany},
year = {Mon Jan 15 00:00:00 EST 2018},
month = {Mon Jan 15 00:00:00 EST 2018}
}
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