Simplified synthetic routes for low cost and high photovoltaic performance n-type organic semiconductor acceptors

Li, Xiaojun; Pan, Fei; Sun, Chenkai; Zhang, Ming; Wang, Zhiwei; Du, Jiaqi; Wang, Jing; Xiao, Min; Xue, Lingwei; Zhang, Zhi-Guo; Zhang, Chunfeng; Liu, Feng; Li, Yongfang

doi:10.1038/s41467-019-08508-3

Title: Simplified synthetic routes for low cost and high photovoltaic performance n-type organic semiconductor acceptors

Journal Article · Thu Jan 31 00:00:00 EST 2019 · Nature Communications

DOI:https://doi.org/10.1038/s41467-019-08508-3· OSTI ID:1624134

Li, Xiaojun ^[1]; Pan, Fei ^[1];

^[1]; Zhang, Ming ^[2]; Wang, Zhiwei ^[3]; Du, Jiaqi ^[1]; Wang, Jing ^[2]; Xiao, Min ^[3]; Xue, Lingwei ^[4]; Zhang, Zhi-Guo ^[4]; Zhang, Chunfeng ^[3]; Liu, Feng ^[2]; Li, Yongfang ^[5]

Chinese Academy of Sciences (CAS), Beijing (China). Inst. of Chemistry. CAS Key Lab. of Organic Solids. Beijing National Lab. for Molecular Sciences; Chinese Academy of Sciences (CAS), Beijing (China). School of Chemical Science
Shanghai Jiao Tong Univ. (China). Dept. of Physics and Astronomy and Collaborative Innovation Center of IFSA (CICIFSA)
Nanjing Univ. (China). School of Physics and Collaborative Innovation Center of Advanced Microstructures. National Lab. of Solid State Microstructures; Univ. of Science and Technology of China, Hefei (China). Synergetic Innovation Center in Quantum Information and Quantum Physics
Chinese Academy of Sciences (CAS), Beijing (China). Inst. of Chemistry. CAS Key Lab. of Organic Solids. Beijing National Lab. for Molecular Sciences
Chinese Academy of Sciences (CAS), Beijing (China). Inst. of Chemistry. CAS Key Lab. of Organic Solids. Beijing National Lab. for Molecular Sciences; Chinese Academy of Sciences (CAS), Beijing (China). School of Chemical Science; Soochow Univ., Suzhou (China). Chemical Engineering and Materials Science. College of Chemistry. Lab. of Advanced Optoeletrcronic Materials

The application of polymer solar cells (PSCs) with n-type organic semiconductor as acceptor requires further improving powder conversion efficiency, increasing stability and decreasing cost of the related materials and devices. Here we report a simplified synthetic route for 4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno [1,2-b:5,6-b’] dithiophene by using the catalyst of amberlyst15. Based on this synthetic route and methoxy substitution, two low cost acceptors with less synthetic steps, simple post-treatment and high yield were synthesized. In addition, the methoxy substitution improves both yield and efficiency. The high efficiency of 13.46% was obtained for the devices with MO-IDIC-2F (3,9-bis(2-methylene-5 or 6-fluoro-(3-(1,1- dicyanomethylene)-indanone)-4,4,9,9-tetrahexyl-5,10-dimethoxyl-4,9-dihydro-s-indaceno [1,2-b:5,6-b’] dithiophene) as acceptor. Based on the cost analysis, the PSCs based on MOIDIC-2F possess the great advantages of low cost and high photovoltaic performance in comparison with those PSCs reported in literatures. Therefore, MO-IDIC-2F will be a promising low cost acceptor for commercial application of PSC

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Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Scientific User Facilities Division

Grant/Contract Number:: AC02-05CH11231

OSTI ID:: 1624134

Journal Information:: Nature Communications, Vol. 10, Issue 1; ISSN 2041-1723

Publisher:: Nature Publishing GroupCopyright Statement

Country of Publication:: United States

Language:: English

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Alkylthiazole-based semicrystalline polymer donors for fullerene-free organic solar cells Kim, Junho; Kang, Jinhyeon; Park, Ye-Seul Polymer Chemistry, Vol. 10, Issue 31 https://doi.org/10.1039/c9py00608g	journal	January 2019
Unconjugated Side‐Chain Engineering Enables Small Molecular Acceptors for Highly Efficient Non‐Fullerene Organic Solar Cells: Insights into the Fine‐Tuning of Acceptor Properties and Micromorphology Liu, Tao; Gao, Wei; Wang, Yilin Advanced Functional Materials, Vol. 29, Issue 26 https://doi.org/10.1002/adfm.201902155	journal	March 2019
Achieving high-performance non-halogenated nonfullerene acceptor-based organic solar cells with 13.7% efficiency via a synergistic strategy of an indacenodithieno[3,2- b ]selenophene core unit and non-halogenated thiophene-based terminal group Liu, Kai-Kai; Xu, Xiaopeng; Wang, Jin-Liang Journal of Materials Chemistry A, Vol. 7, Issue 42 https://doi.org/10.1039/c9ta08328f	journal	January 2019
Understanding the Effect of the Third Component PC ₇₁ BM on Nanoscale Morphology and Photovoltaic Properties of Ternary Organic Solar Cells Qiu, Beibei; Chen, Shanshan; Sun, Chenkai Solar RRL, Vol. 4, Issue 4 https://doi.org/10.1002/solr.201900540	journal	April 2020
High-performance NIR-sensitive fused tetrathienoacene electron acceptors Wang, Wei; Lu, Heng; Chen, Zhenyu Journal of Materials Chemistry A, Vol. 8, Issue 6 https://doi.org/10.1039/c9ta13128k	journal	January 2020
Introducing an identical benzodithiophene donor unit for polymer donors and small-molecule acceptors to unveil the relationship between the molecular structure and photovoltaic performance of non-fullerene organic solar cells Zhang, Youdi; Shi, Laitao; Yang, Tao Journal of Materials Chemistry A, Vol. 7, Issue 46 https://doi.org/10.1039/c9ta09241b	journal	January 2019
A novel 9 H -indeno[1,2- b ]pyrazine-2,3-dicarbonitrile end group for an efficient non-fullerene small molecule acceptor Gao, Wei; Zhang, Miao; Chen, Zhanxiang Journal of Materials Chemistry C, Vol. 7, Issue 32 https://doi.org/10.1039/c9tc01214a	journal	January 2019
Nonacyclic carbazole-based non-fullerene acceptors enable over 12% efficiency with enhanced stability for organic solar cells Wang, Hongtao; Zhang, Zhuohan; Yu, Jiangsheng Journal of Materials Chemistry A, Vol. 7, Issue 38 https://doi.org/10.1039/c9ta08573d	journal	January 2019