Electron Acceptors Based on α-Substituted Perylene Diimide (PDI) for Organic Solar Cells

Zhao, Donglin; Wu, Qinghe; Cai, Zhengxu; Zheng, Tianyue; Chen, Wei; Lu, Jessica; Yu, Luping

doi:10.1021/acs.chemmater.5b04570

Title: Electron Acceptors Based on α-Substituted Perylene Diimide (PDI) for Organic Solar Cells

Journal Article · Sat Feb 20 00:00:00 EST 2016 · Chemistry of Materials

DOI:https://doi.org/10.1021/acs.chemmater.5b04570· OSTI ID:1245464

Zhao, Donglin ^[1]; Wu, Qinghe ^[1]; Cai, Zhengxu ^[1]; Zheng, Tianyue ^[1]; Chen, Wei ^[2]; Lu, Jessica ^[1]; Yu, Luping ^[1]

Univ. of Chicago, IL (United States). James Franck Inst., Dept. of Chemistry
Argonne National Lab. (ANL), Argonne, IL (United States). Materials Science Division; Univ. of Chicago, IL (United States). Inst. for Molecular Engineering

The ortho-position functionalized perylene diimide derivatives (αPPID, αPBDT) were synthesized and used as the electron acceptors in nonfullerene organic photovoltaics. Due to the good planarity of ortho-position functionalized PDI, the αPPID and αPBDT show strong tendency to form aggregate because of their enhanced intermolecular pie-pie interaction. Moreover, they maintain the pure domains and the same packing order as in the pure film if they are blended with PBT7-TH and the SCLC measurement also shows the high electron mobility. The inverted OPVs employing αPDI-based compounds as acceptor and PBT7-TH as the donor give the highest PCE of 4.92 % for αPBDT based device and 3.61 % for αPPID based device, which is 39 % and 4 % higher than that for their counterpart βPBDT and βPPID. The charge separation study shows the more efficient exciton dissociation at interfaces between PDI based compounds and PBT7-TH. In conclusion, the results suggest that compared to beta-substituted ones, alpha-substituted PDI derivatives are more promising electron acceptors for OPV.

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Research Organization:: Argonne National Laboratory (ANL), Argonne, IL (United States); Energy Frontier Research Centers (EFRC) (United States). Argonne-Northwestern Solar Energy Research Center (ANSER)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); National Science Foundation (NSF); National Institute of Standards and Technology (NIST)

Grant/Contract Number:: AC02-06CH11357; SC0001059; DMR-1263006; KC020301

OSTI ID:: 1245464

Journal Information:: Chemistry of Materials, Vol. 28, Issue 4; ISSN 0897-4756

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 175 works

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Isomeric N-Annulated Perylene Diimide Dimers for Organic Solar Cells Ma, Zetong; Fu, Huiting; Meng, Dong Chemistry - An Asian Journal, Vol. 13, Issue 8 https://doi.org/10.1002/asia.201800058	journal	March 2018
Synthesis and photophysical properties of pyridyl conjugated triazole appended naphthalenediimide derivatives Kumar, Girijesh; Guda, Ramu; Husain, Ahmad Photochemical & Photobiological Sciences, Vol. 18, Issue 6 https://doi.org/10.1039/c9pp00003h	journal	January 2019
Modulation of the power conversion efficiency of organic solar cells via architectural variation of a promising non-fullerene acceptor Mishra, Ruchika; Regar, Ramprasad; Singh, Varun Journal of Materials Chemistry A, Vol. 6, Issue 2 https://doi.org/10.1039/c7ta08533h	journal	January 2018
Simulations of absorption spectra of conjugated oligomers: role of planar conformation and aggregation in condensed phase Yuan, Xiang-Ai; Wen, Jin; Zheng, Dong Figshare https://doi.org/10.6084/m9.figshare.5697583.v1	text	January 2017
Control of the molecular geometry and nanoscale morphology in perylene diimide based bulk heterojunctions enables an efficient non-fullerene organic solar cell Singh, R.; Lee, J.; Kim, M. Journal of Materials Chemistry A, Vol. 5, Issue 1 https://doi.org/10.1039/c6ta08870h	journal	January 2017
4, 5, 9, 10-Pyrene Diimides: A Family of Aromatic Diimides Exhibiting High Electron Mobility and Two-Photon Excited Emission Liu, Zhongfan Acta Physico-Chimica Sinica, Vol. 34, Issue 5 https://doi.org/10.3866/pku.whxb201710123	journal	January 2018
Simulations of absorption spectra of conjugated oligomers: role of planar conformation and aggregation in condensed phase Yuan, Xiang-Ai; Wen, Jin; Zheng, Dong Taylor & Francis https://doi.org/10.6084/m9.figshare.5697583	text	January 2017
4,5,9,10-Pyrene Diimides: A Family of Aromatic Diimides Exhibiting High Electron Mobility and Two-Photon Excited Emission Wu, Ze-Hua; Huang, Zhuo-Ting; Guo, Rui-Xue Angewandte Chemie International Edition, Vol. 56, Issue 42 https://doi.org/10.1002/anie.201707529	journal	September 2017
Simulations of absorption spectra of conjugated oligomers: role of planar conformation and aggregation in condensed phase Yuan, Xiang-Ai; Wen, Jin; Zheng, Dong Molecular Physics, Vol. 116, Issue 7-8 https://doi.org/10.1080/00268976.2017.1402967	journal	November 2017
Comparison of the Optical and Electrochemical Properties of Bi(perylene diimide)s Linked through Ortho and Bay Positions Fan, Yeli; Ziabrev, Kostiantyn; Zhang, Siyuan ACS Omega, Vol. 2, Issue 2 https://doi.org/10.1021/acsomega.6b00537	journal	February 2017
Effects of Dielectric Material, HMDS Layer, and Channel Length on the Performance of the Perylenediimide-Based Organic Field-Effect Transistors Vasimalla, Suresh; Subbarao, Nimmakayala V. V.; Gedda, Murali ACS Omega, Vol. 2, Issue 6 https://doi.org/10.1021/acsomega.7b00374	journal	June 2017

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