Rational design of dipolar chromophore as an efficient dopant-free hole-transporting material for perovskite solar cells

Li, Zhong’an; Zhu, Zonglong; Chueh, Chu -Chen; Jo, Sae Byeok; Luo, Jingdong; Jang, Sei -Hum; Jen, Alex K. -Y.

doi:10.1021/jacs.6b06291

Title: Rational design of dipolar chromophore as an efficient dopant-free hole-transporting material for perovskite solar cells

Journal Article · Tue Aug 23 00:00:00 EDT 2016 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/jacs.6b06291· OSTI ID:1343607

Li, Zhong’an ^[1]; Zhu, Zonglong ^[1]; Chueh, Chu -Chen ^[1]; Jo, Sae Byeok ^[1]; Luo, Jingdong ^[1]; Jang, Sei -Hum ^[1]; Jen, Alex K. -Y. ^[1]

Univ. of Washington, Seattle, WA (United States)

In this paper, an electron donor-acceptor (D-A) substituted dipolar chromophore (BTPA-TCNE) is developed to serve as an efficient dopant-free hole-transporting material (HTM) for perovskite solar cells (PVSCs). BTPA-TCNE is synthesized via a simple reaction between a triphenylamine-based Michler’s base and tetracyanoethylene. This chromophore possesses a zwitterionic resonance structure in the ground state, as evidenced by X-ray crystallography and transient absorption spectroscopies. Moreover, BTPA-TCNE shows an antiparallel molecular packing (i.e., centrosymmetric dimers) in its crystalline state, which cancels out its overall molecular dipole moment to facilitate charge transport. Finally, BTPA-TCNE can be employed as an effective dopant-free HTM to realize an efficient (PCE ≈ 17.0%) PVSC in the conventional n-i-p configuration, outperforming the control device with doped spiro-OMeTAD HTM.

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Research Organization:: Univ. of Washington, Seattle, WA (United States)

Sponsoring Organization:: USDOE Office of Energy Efficiency and Renewable Energy (EERE)

Contributing Organization:: This work was supported by the Office of Naval Research (N00014-14-1-0246), the National Science Foundation (DMR- 1608279), the Asian Office of Aerospace R&D (FA2386-15-1- 4106), and the Department of Energy SunShot (DEEE0006710). Prof. Jen thanks the Boeing-Johnson Foundation for financial support. The authors thank Prof. Werner Kaminsky (UW) for X-ray structure refinement, Prof. Cody W. Schlenker and Dana B. Sulas (UW) for providing access to the transient-absorption spectra, and Ellen Cambron Hayes (UW) for electron spin resonance measurements.

Grant/Contract Number:: EE0006710

OSTI ID:: 1343607

Report Number(s):: DOE-UW-Jen-32

Journal Information:: Journal of the American Chemical Society, Vol. 138, Issue 36; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 150 works

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Dopant‐Free, Donor–Acceptor‐Type Polymeric Hole‐Transporting Materials for the Perovskite Solar Cells with Power Conversion Efficiencies over 20% You, Guofeng; Zhuang, Qixin; Wang, Lijun Advanced Energy Materials, Vol. 10, Issue 5 https://doi.org/10.1002/aenm.201903146	journal	December 2019
Direct C−H Arylation Meets Perovskite Solar Cells: Tin-Free Synthesis Shortcut to High-Performance Hole-Transporting Materials Chang, Yu-Chieh; Lee, Kun-Mu; Lai, Chia-Hsin Chemistry - An Asian Journal, Vol. 13, Issue 11 https://doi.org/10.1002/asia.201800454	journal	May 2018
Effects of thiophene substituents on hole-transporting properties of dipolar chromophores for perovskite solar cells Cui, Jianyu; Rao, Wei; Hu, Weixia Journal of Materials Science, Vol. 53, Issue 9 https://doi.org/10.1007/s10853-017-1810-2	journal	January 2018
Saddle-like, π-conjugated, cyclooctatetrathiophene-based, hole-transporting material for perovskite solar cells Urieta-Mora, Javier; García-Benito, Inés; Zimmermann, Iwan Journal of Materials Chemistry C, Vol. 7, Issue 22 https://doi.org/10.1039/c9tc00437h	journal	January 2019
Two Low-Cost and Efficient Hole-Transporting Materials for n–i–p Type Organic–Inorganic Hybrid Perovskite Solar Cells Cui, Bin-Bin; Zhu, Cheng; Yang, Shuangshuang ACS Omega, Vol. 3, Issue 9 https://doi.org/10.1021/acsomega.8b01817	journal	September 2018

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Title: Rational design of dipolar chromophore as an efficient dopant-free hole-transporting material for perovskite solar cells

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