Resolving Atomic-Scale Interactions in Nonfullerene Acceptor Organic Solar Cells with Solid-State NMR Spectroscopy, Crystallographic Modelling, and Molecular Dynamics Simulations.
bulk heterojunction
morphology
nonfullerene acceptor solar cells
organic semiconductors
packing interactions
polymers
self-assembly
Journal
Advanced materials (Deerfield Beach, Fla.)
ISSN: 1521-4095
Titre abrégé: Adv Mater
Pays: Germany
ID NLM: 9885358
Informations de publication
Date de publication:
Feb 2022
Feb 2022
Historique:
revised:
17
11
2021
received:
31
07
2021
pubmed:
25
11
2021
medline:
25
11
2021
entrez:
24
11
2021
Statut:
ppublish
Résumé
Fused-ring core nonfullerene acceptors (NFAs), designated "Y-series," have enabled high-performance organic solar cells (OSCs) achieving over 18% power conversion efficiency (PCE). Since the introduction of these NFAs, much effort has been expended to understand the reasons for their exceptional performance. While several studies have identified key optoelectronic properties that govern high PCEs, little is known about the molecular level origins of large variations in performance, spanning from 5% to 18% PCE, for example, in the case of PM6:Y6 OSCs. Here, a combined solid-state NMR, crystallography, and molecular modeling approach to elucidate the atomic-scale interactions in Y6 crystals, thin films, and PM6:Y6 bulk heterojunction (BHJ) blends is introduced. It is shown that the Y6 morphologies in BHJ blends are not governed by the morphology in neat films or single crystals. Notably, PM6:Y6 blends processed from different solvents self-assemble into different structures and morphologies, whereby the relative orientations of the sidechains and end groups of the Y6 molecules to their fused-ring cores play a crucial role in determining the resulting morphology and overall performance of the solar cells. The molecular-level understanding of BHJs enabled by this approach will guide the engineering of next-generation NFAs for stable and efficient OSCs.
Identifiants
pubmed: 34818688
doi: 10.1002/adma.202105943
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e2105943Subventions
Organisme : Office of Naval Research
ID : N00014-21-1-2181
Organisme : Office of Naval Research
ID : N00014-21-1-2182
Organisme : High Performance Computing Modernization Program
Organisme : Air Force Office of Scientific Research
ID : FA9550-19-1-0348
Organisme : University of Lille
ID : IR-RMN-THC FR-3050
Organisme : EU-H2020
ID : 795091
Informations de copyright
© 2021 Wiley-VCH GmbH.
Références
Q. Liu, Y. Jiang, K. Jin, J. Qin, J. Xu, W. Li, J. Xiong, J. Liu, Z. Xiao, K. Sun, S. Yang, X. Zhang, L. Ding, Sci. Bull. 2020, 65, 272.
C. Li, J. Zhou, J. Song, J. Xu, H. Zhang, X. Zhang, J. Guo, L. Zhu, D. Wei, G. Han, J. Min, Y. Zhang, Z. Xie, Y. Yi, H. Yan, F. Gao, F. Liu, Y. Sun, Nat. Energy 2021, 6, 605.
J. Yuan, Y. Zhang, L. Zhou, G. Zhang, H.-L. Yip, T.-K. Lau, X. Lu, C. Zhu, H. Peng, P. A. Johnson, M. Leclerc, Y. Cao, J. Ulanski, Y. Li, Y. Zou, Joule 2019, 3, 1140.
P. Cheng, Y. Yang, Acc. Chem. Res. 2020, 53, 1218.
A. Karki, J. Vollbrecht, A. L. Dixon, N. Schopp, M. Schrock, G. N. M. Reddy, T. Nguyen, Adv. Mater. 2019, 31, 1903868.
G. Zhang, X.-K. Chen, J. Xiao, P. C. Y. Chow, M. Ren, G. Kupgan, X. Jiao, C. C. S. Chan, X. Du, R. Xia, Z. Chen, J. Yuan, Y. Zhang, S. Zhang, Y. Liu, Y. Zou, H. Yan, K. S. Wong, V. Coropceanu, N. Li, C. J. Brabec, J.-L. Bredas, H.-L. Yip, Y. Cao, Nat. Commun. 2020, 11, 3943.
Y. Cui, H. Yao, J. Zhang, K. Xian, T. Zhang, L. Hong, Y. Wang, Y. Xu, K. Ma, C. An, C. He, Z. Wei, F. Gao, J. Hou, Adv. Mater. 2020, 32, 1908205.
Q. Guo, Q. Guo, Y. Geng, A. Tang, M. Zhang, M. Du, X. Sun, E. Zhou, Mater. Chem. Front. 2021, 5, 3257.
W. Zhu, A. P. Spencer, S. Mukherjee, J. M. Alzola, V. K. Sangwan, S. H. Amsterdam, S. M. Swick, L. O. Jones, M. C. Heiber, A. A. Herzing, G. Li, C. L. Stern, D. M. DeLongchamp, K. L. Kohlstedt, M. C. Hersam, G. C. Schatz, M. R. Wasielewski, L. X. Chen, A. Facchetti, T. J. Marks, J. Am. Chem. Soc. 2020, 142, 14532.
L. Zhu, M. Zhang, G. Zhou, T. Hao, J. Xu, J. Wang, C. Qiu, N. Prine, J. Ali, W. Feng, X. Gu, Z. Ma, Z. Tang, H. Zhu, L. Ying, Y. Zhang, F. Liu, Adv. Energy Mater. 2020, 10, 1904234.
C. Xiao, C. Li, F. Liu, L. Zhang, W. Li, J. Mater. Chem. C 2020, 8, 5.
Z. Huang, D. Ouyang, R. Ma, W. Wu, V. A. L. Roy, W. C. H. Choy, Adv. Funct. Mater. 2019, 29, 1904684.
J. Dong, J. Guo, X. Wang, P. Dong, Z. Wang, Y. Zhou, Y. Miao, B. Zhao, Y. Hao, H. Wang, B. Xu, S. Yin, ACS Appl. Mater. Interfaces 2020, 12, 46373.
S. Chen, L. Liu, X. Gao, Y. Hua, L. Peng, Y. Zhang, L. Yang, Y. Tan, F. He, H. Xia, Nat. Commun. 2020, 11, 4651.
B. Liu, Y. Wang, P. Chen, X. Zhang, H. Sun, Y. Tang, Q. Liao, J. Huang, H. Wang, H. Meng, X. Guo, ACS Appl. Mater. Interfaces 2019, 11, 33505.
Q. Yang, S. Yu, P. Fu, W. Yu, Y. Liu, X. Liu, Z. Feng, X. Guo, C. Li, Adv. Funct. Mater. 2020, 30, 1910205.
J. Yao, B. Qiu, Z.-G. Zhang, L. Xue, R. Wang, C. Zhang, S. Chen, Q. Zhou, C. Sun, C. Yang, M. Xiao, L. Meng, Y. Li, Nat. Commun. 2020, 11, 2726.
S.-H. Lee, S.-J. Ko, S. H. Eom, H. Kim, D. W. Kim, C. Lee, S. C. Yoon, ACS Appl. Mater. Interfaces 2020, 12, 14244.
H. Liu, Z. Ma, R. Yu, H. Gao, J. Lin, T. Hayat, A. Alsaedi, Z. Tan, Mater. Chem. Front. 2020, 4, 2995.
M. Zeng, X. Wang, R. Ma, W. Zhu, Y. Li, Z. Chen, J. Zhou, W. Li, T. Liu, Z. He, H. Yan, F. Huang, Y. Cao, Adv. Energy Mater. 2020, 10, 8.
W. Zhang, W. Song, J. Huang, L. Huang, T. Yan, J. Ge, R. Peng, Z. Ge, J. Mater. Chem. A 2019, 7, 22021.
Y. Luo, S. Fang, N. Zheng, L. Liu, F. Würthner, Z. Xie, ACS Appl. Energy Mater. 2020, 3, 1694.
C. Hou, H. Yu, J. Mater. Chem. C 2020, 8, 4169.
K. Yang, S. Chen, J. Fu, S. Jung, J. Ye, Z. Kan, C. Hu, C. Yang, Z. Xiao, S. Lu, K. Sun, ACS Appl. Mater. Interfaces 2020, 12, 30954.
Z. Zhang, Z. Zhang, Y. Yu, B. Zhao, S. Li, J. Zhang, S. Tan, J. Energy Chem. 2020, 47, 196.
H. Tang, Z. Liu, Z. Hu, Y. Liang, F. Huang, Y. Cao, Sci. China: Chem. 2020, 63, 802.
H. Jiang, T. Li, X. Han, X. Guo, B. Jia, K. Liu, H. Cao, Y. Lin, M. Zhang, Y. Li, X. Zhan, ACS Appl. Energy Mater. 2020, 3, 1111.
R. Peng, T. Yan, J. Chen, S. Yang, Z. Ge, M. Wang, Adv. Electron. Mater. 2020, 6, 1901245.
Y. Ge, L. Hu, L. Zhang, Q. Fu, G. Xu, Z. Xing, L. Huang, W. Zhou, Y. Chen, ACS Appl. Mater. Interfaces 2020, 12, 10706.
H.-W. Cheng, P. Raghunath, K. Wang, P. Cheng, T. Haung, Q. Wu, J. Yuan, Y.-C. Lin, H.-C. Wang, Y. Zou, Z.-K. Wang, M. C. Lin, K.-H. Wei, Y. Yang, Nano Lett. 2020, 20, 715.
F. Pan, C. Sun, Y. Li, D. Tang, Y. Zou, X. Li, S. Bai, X. Wei, M. Lv, X. Chen, Y. Li, Energy Environ. Sci. 2019, 12, 3400.
Z.-C. Wen, H. Yin, X.-T. Hao, Surf. Interfaces 2021, 23, 100921.
A. Karki, A. J. Gillett, R. H. Friend, T. Nguyen, Adv. Energy Mater. 2021, 11, 2003441.
T. M. Clarke, J. R. Durrant, Chem. Rev. 2010, 110, 6736.
S. D. Collins, N. A. Ran, M. C. Heiber, T.-Q. Nguyen, Adv. Energy Mater. 2017, 7, 1602242.
T. L. Benanti, D. Venkataraman, Photosynth. Res. 2006, 87, 73.
S. Rafique, S. M. Abdullah, K. Sulaiman, M. Iwamoto, Renewable Sustainable Energy Rev. 2018, 84, 43.
M. Jung, D. Seo, K. Kwak, A. Kim, W. Cha, H. Kim, Y. Yoon, M. J. Ko, D.-K. Lee, J. Y. Kim, H. J. Son, B. Kim, Dyes Pigm. 2015, 115, 23.
L. Yang, X. Song, J. Yu, H. Wang, Z. Zhang, R. Geng, J. Cao, D. Baran, W. Tang, J. Mater. Chem. A 2019, 7, 22279.
J. Zhang, H. S. Tan, X. Guo, A. Facchetti, H. Yan, Nat. Energy 2018, 3, 720.
U. Vongsaysy, D. M. Bassani, L. Servant, B. Pavageau, G. Wantz, H. Aziz, J. Photonics Energy 2014, 4, 040998.
A. Karki, J. Vollbrecht, A. J. Gillett, S. S. Xiao, Y. Yang, Z. Peng, N. Schopp, A. L. Dixon, S. Yoon, M. Schrock, H. Ade, G. N. M. Reddy, R. H. Friend, T.-Q. Nguyen, Energy Environ. Sci. 2020, 13, 3679.
V. Vohra, K. Kawashima, T. Kakara, T. Koganezawa, I. Osaka, K. Takimiya, H. Murata, Nat. Photonics 2015, 9, 403.
J. R. Tumbleston, B. A. Collins, L. Yang, A. C. Stuart, E. Gann, W. Ma, W. You, H. Ade, Nat. Photonics 2014, 8, 385.
M. Seifrid, G. N. M. Reddy, B. F. Chmelka, G. C. Bazan, Nat. Rev. Mater. 2020, 5, 910.
K. R. Graham, C. Cabanetos, J. P. Jahnke, M. N. Idso, A. El Labban, G. O. N. Ndjawa, T. Heumueller, K. Vandewal, A. Salleo, B. F. Chmelka, A. Amassian, P. M. Beaujuge, M. D. McGehee, J. Am. Chem. Soc. 2014, 136, 9608.
R. C. Nieuwendaal, C. R. Snyder, R. J. Kline, E. K. Lin, D. L. VanderHart, D. M. DeLongchamp, Chem. Mater. 2010, 22, 2930.
D. Dudenko, A. Kiersnowski, J. Shu, W. Pisula, D. Sebastiani, H. W. Spiess, M. R. Hansen, Angew. Chem., Int. Ed. 2012, 51, 11068.
H. N. Tsao, D. M. Cho, I. Park, M. R. Hansen, A. Mavrinskiy, D. Y. Yoon, R. Graf, W. Pisula, H. W. Spiess, K. Müllen, J. Am. Chem. Soc. 2011, 133, 2605.
B. Yurash, D. Leifert, G. N. M. Reddy, D. X. Cao, S. Biberger, V. V. Brus, M. Seifrid, P. J. Santiago, A. Köhler, B. F. Chmelka, G. C. Bazan, T.-Q. Nguyen, Chem. Mater. 2019, 31, 6715.
M. T. Seifrid, G. N. M. Reddy, C. Zhou, B. F. Chmelka, G. C. Bazan, J. Am. Chem. Soc. 2019, 141, 5078.
A. Karki, G. A. H. Wetzelaer, G. N. M. Reddy, V. Nádaždy, M. Seifrid, F. Schauer, G. C. Bazan, B. F. Chmelka, P. W. M. Blom, T. Nguyen, Adv. Funct. Mater. 2019, 29, 1901109.
Z. Du, M. Mainville, J. Vollbrecht, A. L. Dixon, N. Schopp, M. Schrock, Z. Peng, J. Huang, S. Chae, H. Ade, M. Leclerc, G. N. M. Reddy, T.-Q. Nguyen, Sol. RRL 2021, 5, 2100213.
C. E. Hughes, G. N. M. Reddy, S. Masiero, S. P. Brown, P. A. Williams, K. D. M. Harris, Chem. Sci. 2017, 8, 3971.
M. Cordova, M. Balodis, A. Hofstetter, F. Paruzzo, S. O. N. Lill, E. S. E. Eriksson, P. Berruyer, B. S. de Almeida, M. J. Quayle, S. T. Norberg, A. S. Ankarberg, S. Schantz, L. Emsley, Nat. Commun. 2021, 12, 2964.
N. C. Miller, E. Cho, M. J. N. Junk, R. Gysel, C. Risko, D. Kim, S. Sweetnam, C. E. Miller, L. J. Richter, R. J. Kline, M. Heeney, I. McCulloch, A. Amassian, D. Acevedo-Feliz, C. Knox, M. R. Hansen, D. Dudenko, B. F. Chmelka, M. F. Toney, J.-L. Brédas, M. D. McGehee, Adv. Mater. 2012, 24, 6071.
X. Shen, W. Hu, T. P. Russell, Macromolecules 2016, 49, 4501.
S. R. Chaudhari, J. M. Griffin, K. Broch, A. Lesage, V. Lemaur, D. Dudenko, Y. Olivier, H. Sirringhaus, L. Emsley, C. P. Grey, Chem. Sci. 2017, 8, 3126.
C. Wang, K. Nakano, H. F. Lee, Y. Chen, Y.-L. Hong, Y. Nishiyama, K. Tajima, Angew. Chem., Int. Ed. 2018, 57, 7034.
Y. Wu, Q. Hu, P. Fan, Y. Jiang, W. Zhong, W. Hu, T. P. Russell, J. Phys. Chem. C 2021, 125, 15863.
J. Wu, J. Lee, Y.-C. Chin, H. Yao, H. Cha, J. Luke, J. Hou, J.-S. Kim, J. R. Durrant, Energy Environ. Sci. 2020, 13, 2422.
P. Hodgkinson, Prog. Nucl. Magn. Reson. Spectrosc. 2020, 118, 10.
G. N. M. Reddy, A. Marsh, J. T. Davis, S. Masiero, S. P. Brown, Cryst. Growth Des. 2015, 15, 5945.
A. L. Webber, S. Masiero, S. Pieraccini, J. C. Burley, A. S. Tatton, D. Iuga, T. N. Pham, G. P. Spada, S. P. Brown, J. Am. Chem. Soc. 2011, 133, 19777.
S. Sturniolo, T. F. G. Green, R. M. Hanson, M. Zilka, K. Refson, P. Hodgkinson, S. P. Brown, J. R. Yates, Solid State Nucl. Magn. Reson. 2016, 78, 64.
C. J. Pickard, F. Mauri, Phys. Rev. B 2001, 63, 245101.
R. K. Harris, P. Hodgkinson, C. J. Pickard, J. R. Yates, V. Zorin, Magn. Reson. Chem. 2007, 45, S174.
M. Murakami, K. Matsumoto, R. Hagiwara, Y. Matsuo, Carbon 2018, 138, 179.
Q. Wang, S. Böckmann, F. Günther, M. Streiter, M. Zerson, A. D. Scaccabarozzi, W. L. Tan, H. Komber, C. Deibel, R. Magerle, S. Gemming, C. R. McNeill, M. Caironi, M. R. Hansen, M. Sommer, Chem. Mater. 2021, 33, 2635.
M. R. Hansen, R. Graf, H. W. Spiess, Chem. Rev. 2016, 116, 1272.
M. R. Hansen, X. Feng, V. Macho, K. Müllen, H. W. Spiess, G. Floudas, Phys. Rev. Lett. 2011, 107, 257801.
M. R. Hansen, T. Schnitzler, W. Pisula, R. Graf, K. Müllen, H. W. Spiess, Angew. Chem., Int. Ed. 2009, 48, 4621.
F. Etzold, I. A. Howard, N. Forler, D. M. Cho, M. Meister, H. Mangold, J. Shu, M. R. Hansen, K. Müllen, F. Laquai, J. Am. Chem. Soc. 2012, 134, 10569.
F. Etzold, I. A. Howard, N. Forler, A. Melnyk, D. Andrienko, M. R. Hansen, F. Laquai, Energy Environ. Sci. 2015, 8, 1511.
A. Karki, A. j. Gillett, R. H. Friend, T.-Q. Nguyen, Adv. Energy Mater. 2021, 11, 2003441.