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New ethynediyl-linked perylene diimide/2,1,3-benzothiadiazole conjugates as electron transporting materials for perovskite solar cells

Sergei Alexandrovich Kuklin 1, 2
Sergei Alexandrovich Kuklin
, 
Sergey Vladimirovich Safronov 1
Sergey Vladimirovich Safronov
, 
Aleksandr Sergeevich Peregudov 1
Aleksandr Sergeevich Peregudov
, 
Ekaterina Aleksandrovna Khakina 1, 3
Ekaterina Aleksandrovna Khakina
, 
Maria Mikhailovna Babaskina 1, 3
Maria Mikhailovna Babaskina
, 
Mariam Grigoryevna Ezernitskaya 1
Mariam Grigoryevna Ezernitskaya
,  , 
Elena Sergeevna Kobeleva 4
Elena Sergeevna Kobeleva
, 
Leonid Viktorovich Kulik 4
Leonid Viktorovich Kulik
, 
Lyubov' Anatol'evna Frolova 2
Lyubov' Anatol'evna Frolova
, 
Pavel Anatol'evich Troshin 2, 5
Pavel Anatol'evich Troshin
, 
1 A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
2 Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation
3 National Research University Higher School of Economics (HSE University), Moscow, Russian Federation
4 V.V. Voevodsky Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
5 Zhengzhou Research Institute, Harbin Institute of Technology, Zhengzhou, China
10.1016/j.mencom.2024.04.003
Published 2024-04-22
Communication , Volume 34, Issue 3, 316-320
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Kuklin S. A. et al. New ethynediyl-linked perylene diimide/2,1,3-benzothiadiazole conjugates as electron transporting materials for perovskite solar cells // Mendeleev Communications. 2024. Vol. 34. No. 3. pp. 316-320.
GOST all authors (up to 50) Copy
Kuklin S. A., Safronov S. V., Peregudov A. S., Khakina E. A., Babaskina M. M., Ezernitskaya M. G., Fedorovskii O. Y., Kobeleva E. S., Kulik L. V., Frolova L. A., Troshin P. A., Khokhlov A. R. New ethynediyl-linked perylene diimide/2,1,3-benzothiadiazole conjugates as electron transporting materials for perovskite solar cells // Mendeleev Communications. 2024. Vol. 34. No. 3. pp. 316-320.
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TY - JOUR
DO - 10.1016/j.mencom.2024.04.003
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.04.003
TI - New ethynediyl-linked perylene diimide/2,1,3-benzothiadiazole conjugates as electron transporting materials for perovskite solar cells
T2 - Mendeleev Communications
AU - Kuklin, Sergei Alexandrovich
AU - Safronov, Sergey Vladimirovich
AU - Peregudov, Aleksandr Sergeevich
AU - Khakina, Ekaterina Aleksandrovna
AU - Babaskina, Maria Mikhailovna
AU - Ezernitskaya, Mariam Grigoryevna
AU - Fedorovskii, Oleg Yuryevich
AU - Kobeleva, Elena Sergeevna
AU - Kulik, Leonid Viktorovich
AU - Frolova, Lyubov' Anatol'evna
AU - Troshin, Pavel Anatol'evich
AU - Khokhlov, Alexei Removich
PY - 2024
DA - 2024/04/22
PB - Mendeleev Communications
SP - 316-320
IS - 3
VL - 34
ER -
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@article{2024_Kuklin,
author = {Sergei Alexandrovich Kuklin and Sergey Vladimirovich Safronov and Aleksandr Sergeevich Peregudov and Ekaterina Aleksandrovna Khakina and Maria Mikhailovna Babaskina and Mariam Grigoryevna Ezernitskaya and Oleg Yuryevich Fedorovskii and Elena Sergeevna Kobeleva and Leonid Viktorovich Kulik and Lyubov' Anatol'evna Frolova and Pavel Anatol'evich Troshin and Alexei Removich Khokhlov},
title = {New ethynediyl-linked perylene diimide/2,1,3-benzothiadiazole conjugates as electron transporting materials for perovskite solar cells},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.04.003},
number = {3},
pages = {316--320},
doi = {10.1016/j.mencom.2024.04.003}
}
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Kuklin, Sergei Alexandrovich, et al. “New ethynediyl-linked perylene diimide/2,1,3-benzothiadiazole conjugates as electron transporting materials for perovskite solar cells.” Mendeleev Communications, vol. 34, no. 3, Apr. 2024, pp. 316-320. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.04.003.

Keywords

1
2
3-benzothiadiazole conjugates
alkynes
electron transport materials
perovskite solar cells
perylene diimide
power conversion efficiency.
Sonogashira reaction

Abstract

Two new compounds BT-PDI and BT2-PDI2 were synthesized by the Sonogashira reaction between 4,7-diethynyl-2,1,3- benzothiadiazole and bromoperylene diimide derivatives. The HOMO and LUMO energy levels estimated by UV-VIS spectroscopy and cyclic voltammetry were -5.66/-3.75 and -5.33/-3.41 eV for the BT-PDI and BT2-PDI2, respectively; both compounds form high-quality and smooth coatings on the perovskite surface with the root mean square roughness values 5.95 and 7.80 nm for the BT-PDI and BT2-PDI2 films, respectively; the electron mobilities in the solid films estimated by photo-CELIV method are equal to 5.0 × 10-5 and 3.0 × 10-5 cm2 V-1 s-1, respectively. Both compounds being tested as electron transport layers in perovskite solar cells showed efficiency values of 14.44 and 13.01% for BT-PDI and BT2-PDI2, respectively.

References

.
High Tolerance to Iron Contamination in Lead Halide Perovskite Solar Cells
Poindexter J.R., Hoye R.L., Nienhaus L., Kurchin R.C., Morishige A.E., Looney E.E., Osherov A., Correa-Baena J., Lai B., Bulović V., Stevanović V., Bawendi M.G., Buonassisi T.
ACS Nano, 2017
.
An Electron Acceptor with Porphyrin and Perylene Bisimides for Efficient Non-Fullerene Solar Cells
Zhang A., Li C., Yang F., Zhang J., Wang Z., Wei Z., Li W.
Angewandte Chemie - International Edition, 2017
.
Rylene and Related Diimides for Organic Electronics
Zhan X., Facchetti A., Barlow S., Marks T.J., Ratner M.A., Wasielewski M.R., Marder S.R.
Advanced Materials, 2010
.
Effect of Side Groups on the Photovoltaic Performance Based on Porphyrin–Perylene Bisimide Electron Acceptors
Guo Y., Liu Y., Zhu Q., Li C., Jin Y., Puttisong Y., Chen W., Liu F., Zhang F., Ma W., Li W.
ACS applied materials & interfaces, 2018
.
Perylenediimides as non-fullerene acceptors in bulk-heterojunction solar cells (BHJSCs)
Fernández-Lázaro F., Zink-Lorre N., Sastre-Santos Á.
Journal of Materials Chemistry A, 2016
.
Chalcogen-substitution modulated supramolecular chirality and gas sensing properties in perylenediimides
Deng Q., Zhou E., Huang Y., Qing W., Zhai H., Liu Z., Wei Z.
Chemical Communications, 2019
.
Recent progress in morphology optimization in perovskite solar cell
Tailor N.K., Abdi-Jalebi M., Gupta V., Hu H., Dar M.I., Li G., Satapathi S.
Journal of Materials Chemistry A, 2020
.
Charge-transport layer engineering in perovskite solar cells
Cheng M., Zuo C., Wu Y., Li Z., Xu B., Hua Y., Ding L.
Science Bulletin, 2020
.
Rational design of truxene-bridged PDI trimers as acceptors for efficient organic solar cells
Tang F., Wu K., Zhou Z., Wang G., Pei Y., Zhao B., Tan S.
Dyes and Pigments, 2018
.
Vinylene- and ethynylene-bridged perylene diimide dimers as nonfullerene acceptors for polymer solar cells
Xie S., Zhang J., Wu L., Zhang J., Li C., Chen X., Wei Z., Bo Z.
Dyes and Pigments, 2017
.
Ethynyl-linked perylene bisimide based electron acceptors for non-fullerene organic solar cells
Yu C., Xu Y., Liang S., Jiang X., Feng G., Li C., Li W.
Chinese Chemical Letters, 2018
.
Kuklin S.A., Safronov S.V., Khakina E.A., Buyanovskaya A.G., Frolova L.A., Troshin P.A.
Mendeleev Communications, 2023