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

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.
Authors:
 [1] ;  [1] ;  [1] ;  [1] ;  [1] ;  [1] ;  [1]
  1. Univ. of Washington, Seattle, WA (United States)
Publication Date:
Report Number(s):
DOE-UW-Jen-32
Journal ID: ISSN 0002-7863
Grant/Contract Number:
EE0006710
Type:
Accepted Manuscript
Journal Name:
Journal of the American Chemical Society
Additional Journal Information:
Journal Volume: 138; Journal Issue: 36; Journal ID: ISSN 0002-7863
Publisher:
American Chemical Society (ACS)
Research Org:
Univ. of Washington, Seattle, WA (United States)
Sponsoring Org:
USDOE Office of Energy Efficiency and Renewable Energy (EERE)
Contributing Orgs:
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.
Country of Publication:
United States
Language:
English
Subject:
14 SOLAR ENERGY; 36 MATERIALS SCIENCE
OSTI Identifier:
1343607

Li, Zhong’an, Zhu, Zonglong, Chueh, Chu -Chen, Jo, Sae Byeok, Luo, Jingdong, Jang, Sei -Hum, and Jen, Alex K. -Y.. Rational design of dipolar chromophore as an efficient dopant-free hole-transporting material for perovskite solar cells. United States: N. p., Web. doi:10.1021/jacs.6b06291.
Li, Zhong’an, Zhu, Zonglong, Chueh, Chu -Chen, Jo, Sae Byeok, Luo, Jingdong, Jang, Sei -Hum, & Jen, Alex K. -Y.. Rational design of dipolar chromophore as an efficient dopant-free hole-transporting material for perovskite solar cells. United States. doi:10.1021/jacs.6b06291.
Li, Zhong’an, Zhu, Zonglong, Chueh, Chu -Chen, Jo, Sae Byeok, Luo, Jingdong, Jang, Sei -Hum, and Jen, Alex K. -Y.. 2016. "Rational design of dipolar chromophore as an efficient dopant-free hole-transporting material for perovskite solar cells". United States. doi:10.1021/jacs.6b06291. https://www.osti.gov/servlets/purl/1343607.
@article{osti_1343607,
title = {Rational design of dipolar chromophore as an efficient dopant-free hole-transporting material for perovskite solar cells},
author = {Li, Zhong’an and Zhu, Zonglong and Chueh, Chu -Chen and Jo, Sae Byeok and Luo, Jingdong and Jang, Sei -Hum and Jen, Alex K. -Y.},
abstractNote = {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.},
doi = {10.1021/jacs.6b06291},
journal = {Journal of the American Chemical Society},
number = 36,
volume = 138,
place = {United States},
year = {2016},
month = {8}
}