π-Extension and chlorination of non-fullerene acceptors enable more readily processable and sustainable high-performance organic solar cells

Ning Su; Jianhua Chen; Mengran Peng; Guoping Li; Robert M. Pankow; Ding Zheng; Junqiao Ding; Antonio Facchetti; Tobin J. Marks

doi:10.1016/j.jechem.2022.12.002

π-Extension and chlorination of non-fullerene acceptors enable more readily processable and sustainable high-performance organic solar cells

Ning Su, Jianhua Chen^*, Mengran Peng, Guoping Li, Robert M. Pankow, Ding Zheng, Junqiao Ding, Antonio Facchetti, Tobin J. Marks

^*Corresponding author for this work

Chemistry

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

10 Scopus citations

Abstract

Organic solar cells (OSCs) processed without halogenated solvents and complex treatments are essential for future commercialization. Herein, we report three novel small molecule acceptors (NFAs) consisting of a Y6-like core but with π-extended naphthalene with progressively more chlorinated end-capping groups and a longer branched chain on the Nitrogen atom. These NFAs exhibit good solubilities in non-chlorinated organic solvents, broad optical absorptions, close π-π stacking distances (3.63–3.84 Å), and high electron mobilities (∼10⁻³ cm² V⁻¹ s⁻¹). The o-xylene processed and as-cast binary devices using PM6 as the donor polymer exhibit a PCE increasing upon progressive chlorination of the naphthalene end-capping group from 8.93% for YN to 14.38% for YN-Cl to 15.00% for YN-2Cl. Furthermore similarly processed ternary OSCs were fabricated by employing YN-Cl and YN-2Cl as the third component of PM6:CH1007 blends (PCE = 15.75%). Compared to all binary devices, the ternary PM6:CH1007:YN-Cl (1:1:0.2) and PM6:CH1007:YN-2Cl (1:1:0.2) cells exhibit significantly improved PCEs of 16.49% and 15.88%, respectively, which are among the highest values reported to date for non-halogenated solvent processed OSCs without using any additives and blend post-deposition treatments.

Original language	English (US)
Pages (from-to)	321-329
Number of pages	9
Journal	Journal of Energy Chemistry
Volume	79
DOIs	https://doi.org/10.1016/j.jechem.2022.12.002
State	Published - Apr 2023

Funding

This work was supported by the National Natural Science Foundation of China (61804073), the Center for Light Energy Activated Redox Processes (LEAP), an Energy Frontier Research Center funded by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, under award DE-SC0001059, the MatCI Facility which receives support from the National Science Foundation MRSEC Program (NSF DMR-1720139) of the Materials Research Center at Northwestern University. G.L. R.M.P. D.Z. A.F. and T.J.M. acknowledge support from the US Office of Naval Research Contract N00014-20-1-2116 and the U.S. Department of Energy under contract No. DE-AC02-05CH11231, and at beamline 8-ID-E of the Advanced Photon Source, a U.S. Department of Energy (DOE) Office of Science User Facility operated for the DOE Office of Science by Argonne National Laboratory under Contract No. DE-AC02-06CH11357. We also thank Advanced Analysis and Measurement Center of Yunnan University for the assistance with instrumentation. This work was supported by the National Natural Science Foundation of China (61804073), the Center for Light Energy Activated Redox Processes (LEAP), an Energy Frontier Research Center funded by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, under award DE-SC0001059, the MatCI Facility which receives support from the National Science Foundation MRSEC Program (NSF DMR-1720139) of the Materials Research Center at Northwestern University. G.L., R.M.P., D.Z., A.F., and T.J.M. acknowledge support from the US Office of Naval Research Contract N00014-20-1-2116 and the U.S. Department of Energy under contract No. DE-AC02-05CH11231, and at beamline 8-ID-E of the Advanced Photon Source, a U.S. Department of Energy (DOE) Office of Science User Facility operated for the DOE Office of Science by Argonne National Laboratory under Contract No. DE-AC02-06CH11357. We also thank Advanced Analysis and Measurement Center of Yunnan University for the assistance with instrumentation.

Keywords

Non-chlorinated organic solvents
Non-fullerene acceptors
Organic solar cells

ASJC Scopus subject areas

Fuel Technology
Energy Engineering and Power Technology
Energy (miscellaneous)
Electrochemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.jechem.2022.12.002

Cite this

@article{8b2761bce1db47c2878850bc758e307f,

title = "π-Extension and chlorination of non-fullerene acceptors enable more readily processable and sustainable high-performance organic solar cells",

abstract = "Organic solar cells (OSCs) processed without halogenated solvents and complex treatments are essential for future commercialization. Herein, we report three novel small molecule acceptors (NFAs) consisting of a Y6-like core but with π-extended naphthalene with progressively more chlorinated end-capping groups and a longer branched chain on the Nitrogen atom. These NFAs exhibit good solubilities in non-chlorinated organic solvents, broad optical absorptions, close π-π stacking distances (3.63–3.84 {\AA}), and high electron mobilities (∼10−3 cm2 V−1 s−1). The o-xylene processed and as-cast binary devices using PM6 as the donor polymer exhibit a PCE increasing upon progressive chlorination of the naphthalene end-capping group from 8.93% for YN to 14.38% for YN-Cl to 15.00% for YN-2Cl. Furthermore similarly processed ternary OSCs were fabricated by employing YN-Cl and YN-2Cl as the third component of PM6:CH1007 blends (PCE = 15.75%). Compared to all binary devices, the ternary PM6:CH1007:YN-Cl (1:1:0.2) and PM6:CH1007:YN-2Cl (1:1:0.2) cells exhibit significantly improved PCEs of 16.49% and 15.88%, respectively, which are among the highest values reported to date for non-halogenated solvent processed OSCs without using any additives and blend post-deposition treatments.",

keywords = "Non-chlorinated organic solvents, Non-fullerene acceptors, Organic solar cells",

author = "Ning Su and Jianhua Chen and Mengran Peng and Guoping Li and Pankow, {Robert M.} and Ding Zheng and Junqiao Ding and Antonio Facchetti and Marks, {Tobin J.}",

note = "Publisher Copyright: {\textcopyright} 2022 Science Press and Dalian Institute of Chemical Physics, Chinese Academy of Sciences",

year = "2023",

month = apr,

doi = "10.1016/j.jechem.2022.12.002",

language = "English (US)",

volume = "79",

pages = "321--329",

journal = "Journal of Energy Chemistry",

issn = "2095-4956",

publisher = "Elsevier B.V.",

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TY - JOUR

T1 - π-Extension and chlorination of non-fullerene acceptors enable more readily processable and sustainable high-performance organic solar cells

AU - Su, Ning

AU - Chen, Jianhua

AU - Peng, Mengran

AU - Li, Guoping

AU - Pankow, Robert M.

AU - Zheng, Ding

AU - Ding, Junqiao

AU - Facchetti, Antonio

AU - Marks, Tobin J.

PY - 2023/4

Y1 - 2023/4

N2 - Organic solar cells (OSCs) processed without halogenated solvents and complex treatments are essential for future commercialization. Herein, we report three novel small molecule acceptors (NFAs) consisting of a Y6-like core but with π-extended naphthalene with progressively more chlorinated end-capping groups and a longer branched chain on the Nitrogen atom. These NFAs exhibit good solubilities in non-chlorinated organic solvents, broad optical absorptions, close π-π stacking distances (3.63–3.84 Å), and high electron mobilities (∼10−3 cm2 V−1 s−1). The o-xylene processed and as-cast binary devices using PM6 as the donor polymer exhibit a PCE increasing upon progressive chlorination of the naphthalene end-capping group from 8.93% for YN to 14.38% for YN-Cl to 15.00% for YN-2Cl. Furthermore similarly processed ternary OSCs were fabricated by employing YN-Cl and YN-2Cl as the third component of PM6:CH1007 blends (PCE = 15.75%). Compared to all binary devices, the ternary PM6:CH1007:YN-Cl (1:1:0.2) and PM6:CH1007:YN-2Cl (1:1:0.2) cells exhibit significantly improved PCEs of 16.49% and 15.88%, respectively, which are among the highest values reported to date for non-halogenated solvent processed OSCs without using any additives and blend post-deposition treatments.

AB - Organic solar cells (OSCs) processed without halogenated solvents and complex treatments are essential for future commercialization. Herein, we report three novel small molecule acceptors (NFAs) consisting of a Y6-like core but with π-extended naphthalene with progressively more chlorinated end-capping groups and a longer branched chain on the Nitrogen atom. These NFAs exhibit good solubilities in non-chlorinated organic solvents, broad optical absorptions, close π-π stacking distances (3.63–3.84 Å), and high electron mobilities (∼10−3 cm2 V−1 s−1). The o-xylene processed and as-cast binary devices using PM6 as the donor polymer exhibit a PCE increasing upon progressive chlorination of the naphthalene end-capping group from 8.93% for YN to 14.38% for YN-Cl to 15.00% for YN-2Cl. Furthermore similarly processed ternary OSCs were fabricated by employing YN-Cl and YN-2Cl as the third component of PM6:CH1007 blends (PCE = 15.75%). Compared to all binary devices, the ternary PM6:CH1007:YN-Cl (1:1:0.2) and PM6:CH1007:YN-2Cl (1:1:0.2) cells exhibit significantly improved PCEs of 16.49% and 15.88%, respectively, which are among the highest values reported to date for non-halogenated solvent processed OSCs without using any additives and blend post-deposition treatments.

KW - Non-chlorinated organic solvents

KW - Non-fullerene acceptors

KW - Organic solar cells

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U2 - 10.1016/j.jechem.2022.12.002

DO - 10.1016/j.jechem.2022.12.002

M3 - Article

AN - SCOPUS:85147679156

SN - 2095-4956

VL - 79

SP - 321

EP - 329

JO - Journal of Energy Chemistry

JF - Journal of Energy Chemistry

ER -

π-Extension and chlorination of non-fullerene acceptors enable more readily processable and sustainable high-performance organic solar cells

Abstract

Funding

Keywords

ASJC Scopus subject areas

UN SDGs

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