The Impact of Backbone Fluorination and Side-Chain Position in Thiophene-Benzothiadiazole-Based Hole-Transport Materials on the Performance and Stability of Perovskite Solar Cells

Marina M. Tepliakova; Ilya E. Kuznetsov; Aleksandra N. Mikheeva; Maxim E. Sideltsev; Artyom V. Novikov; Aleksandra D. Furasova; Roman R. Kapaev; Alexey A. Piryazev; Artur T. Kapasharov; Tatiana A. Pugacheva; Sergei V. Makarov; Keith J. Stevenson; Alexander V. Akkuratov

doi:10.3390/ijms232113375

The Impact of Backbone Fluorination and Side-Chain Position in Thiophene-Benzothiadiazole-Based Hole-Transport Materials on the Performance and Stability of Perovskite Solar Cells

Marina M. Tepliakova, Ilya E. Kuznetsov, Aleksandra N. Mikheeva, Maxim E. Sideltsev, Artyom V. Novikov, Aleksandra D. Furasova, Roman R. Kapaev, Alexey A. Piryazev, Artur T. Kapasharov, Tatiana A. Pugacheva, Sergei V. Makarov, Keith J. Stevenson, Alexander V. Akkuratov

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

Perovskite solar cells (PSCs) currently reach high efficiencies, while their insufficient stability remains an obstacle to their technological commercialization. The introduction of hole-transport materials (HTMs) into the device structure is a key approach for enhancing the efficiency and stability of devices. However, currently, the influence of the HTM structure or properties on the characteristics and operational stability of PSCs remains insufficiently studied. Herein, we present four novel push-pull small molecules, H1-4, with alternating thiophene and benzothiadiazole or fluorine-loaded benzothiadiazole units, which contain branched and linear alkyl chains in the different positions of terminal thiophenes to evaluate the impact of HTM structure on PSC performance. It is demonstrated that minor changes in the structure of HTMs significantly influence their behavior in thin films. In particular, H3 organizes into highly ordered lamellar structures in thin films, which proves to be crucial in boosting the efficiency and stability of PSCs. The presented results shed light on the crucial role of the HTM structure and the morphology of films in the performance of PSCs.

Original language	English
Article number	13375
Journal	International Journal of Molecular Sciences
Volume	23
Issue number	21
DOIs	https://doi.org/10.3390/ijms232113375
State	Published - 2 Nov 2022

Bibliographical note

Publisher Copyright:
© 2022 by the authors.

Funding

This research was funded by the Russian Science Foundation (grant no. 21-73-10182), and quantum efficiency measurements were supported by the Ministry of Science and Higher Education of the Russian Federation (Project 075-15-2021-589).

Funders	Funder number
Ministry of Education and Science of the Russian Federation	075-15-2021-589
Russian Science Foundation	21-73-10182

Keywords

benzothiadiazole
hole-transport materials
perovskite solar cells
small molecules
stability

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10.3390/ijms232113375

Cite this

Tepliakova, M. M., Kuznetsov, I. E., Mikheeva, A. N., Sideltsev, M. E., Novikov, A. V., Furasova, A. D., Kapaev, R. R., Piryazev, A. A., Kapasharov, A. T., Pugacheva, T. A., Makarov, S. V., Stevenson, K. J., & Akkuratov, A. V. (2022). The Impact of Backbone Fluorination and Side-Chain Position in Thiophene-Benzothiadiazole-Based Hole-Transport Materials on the Performance and Stability of Perovskite Solar Cells. International Journal of Molecular Sciences, 23(21), Article 13375. https://doi.org/10.3390/ijms232113375

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title = "The Impact of Backbone Fluorination and Side-Chain Position in Thiophene-Benzothiadiazole-Based Hole-Transport Materials on the Performance and Stability of Perovskite Solar Cells",

abstract = "Perovskite solar cells (PSCs) currently reach high efficiencies, while their insufficient stability remains an obstacle to their technological commercialization. The introduction of hole-transport materials (HTMs) into the device structure is a key approach for enhancing the efficiency and stability of devices. However, currently, the influence of the HTM structure or properties on the characteristics and operational stability of PSCs remains insufficiently studied. Herein, we present four novel push-pull small molecules, H1-4, with alternating thiophene and benzothiadiazole or fluorine-loaded benzothiadiazole units, which contain branched and linear alkyl chains in the different positions of terminal thiophenes to evaluate the impact of HTM structure on PSC performance. It is demonstrated that minor changes in the structure of HTMs significantly influence their behavior in thin films. In particular, H3 organizes into highly ordered lamellar structures in thin films, which proves to be crucial in boosting the efficiency and stability of PSCs. The presented results shed light on the crucial role of the HTM structure and the morphology of films in the performance of PSCs.",

keywords = "benzothiadiazole, hole-transport materials, perovskite solar cells, small molecules, stability",

author = "Tepliakova, {Marina M.} and Kuznetsov, {Ilya E.} and Mikheeva, {Aleksandra N.} and Sideltsev, {Maxim E.} and Novikov, {Artyom V.} and Furasova, {Aleksandra D.} and Kapaev, {Roman R.} and Piryazev, {Alexey A.} and Kapasharov, {Artur T.} and Pugacheva, {Tatiana A.} and Makarov, {Sergei V.} and Stevenson, {Keith J.} and Akkuratov, {Alexander V.}",

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year = "2022",

month = nov,

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doi = "10.3390/ijms232113375",

language = "אנגלית",

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Tepliakova, MM, Kuznetsov, IE, Mikheeva, AN, Sideltsev, ME, Novikov, AV, Furasova, AD, Kapaev, RR, Piryazev, AA, Kapasharov, AT, Pugacheva, TA, Makarov, SV, Stevenson, KJ & Akkuratov, AV 2022, 'The Impact of Backbone Fluorination and Side-Chain Position in Thiophene-Benzothiadiazole-Based Hole-Transport Materials on the Performance and Stability of Perovskite Solar Cells', International Journal of Molecular Sciences, vol. 23, no. 21, 13375. https://doi.org/10.3390/ijms232113375

The Impact of Backbone Fluorination and Side-Chain Position in Thiophene-Benzothiadiazole-Based Hole-Transport Materials on the Performance and Stability of Perovskite Solar Cells. / Tepliakova, Marina M.; Kuznetsov, Ilya E.; Mikheeva, Aleksandra N. et al.
In: International Journal of Molecular Sciences, Vol. 23, No. 21, 13375, 02.11.2022.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - The Impact of Backbone Fluorination and Side-Chain Position in Thiophene-Benzothiadiazole-Based Hole-Transport Materials on the Performance and Stability of Perovskite Solar Cells

AU - Tepliakova, Marina M.

AU - Kuznetsov, Ilya E.

AU - Mikheeva, Aleksandra N.

AU - Sideltsev, Maxim E.

AU - Novikov, Artyom V.

AU - Furasova, Aleksandra D.

AU - Kapaev, Roman R.

AU - Piryazev, Alexey A.

AU - Kapasharov, Artur T.

AU - Pugacheva, Tatiana A.

AU - Makarov, Sergei V.

AU - Stevenson, Keith J.

AU - Akkuratov, Alexander V.

PY - 2022/11/2

Y1 - 2022/11/2

N2 - Perovskite solar cells (PSCs) currently reach high efficiencies, while their insufficient stability remains an obstacle to their technological commercialization. The introduction of hole-transport materials (HTMs) into the device structure is a key approach for enhancing the efficiency and stability of devices. However, currently, the influence of the HTM structure or properties on the characteristics and operational stability of PSCs remains insufficiently studied. Herein, we present four novel push-pull small molecules, H1-4, with alternating thiophene and benzothiadiazole or fluorine-loaded benzothiadiazole units, which contain branched and linear alkyl chains in the different positions of terminal thiophenes to evaluate the impact of HTM structure on PSC performance. It is demonstrated that minor changes in the structure of HTMs significantly influence their behavior in thin films. In particular, H3 organizes into highly ordered lamellar structures in thin films, which proves to be crucial in boosting the efficiency and stability of PSCs. The presented results shed light on the crucial role of the HTM structure and the morphology of films in the performance of PSCs.

AB - Perovskite solar cells (PSCs) currently reach high efficiencies, while their insufficient stability remains an obstacle to their technological commercialization. The introduction of hole-transport materials (HTMs) into the device structure is a key approach for enhancing the efficiency and stability of devices. However, currently, the influence of the HTM structure or properties on the characteristics and operational stability of PSCs remains insufficiently studied. Herein, we present four novel push-pull small molecules, H1-4, with alternating thiophene and benzothiadiazole or fluorine-loaded benzothiadiazole units, which contain branched and linear alkyl chains in the different positions of terminal thiophenes to evaluate the impact of HTM structure on PSC performance. It is demonstrated that minor changes in the structure of HTMs significantly influence their behavior in thin films. In particular, H3 organizes into highly ordered lamellar structures in thin films, which proves to be crucial in boosting the efficiency and stability of PSCs. The presented results shed light on the crucial role of the HTM structure and the morphology of films in the performance of PSCs.

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KW - hole-transport materials

KW - perovskite solar cells

KW - small molecules

KW - stability

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The Impact of Backbone Fluorination and Side-Chain Position in Thiophene-Benzothiadiazole-Based Hole-Transport Materials on the Performance and Stability of Perovskite Solar Cells

Abstract

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Keywords

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