Phenylene-Bridged Perylene Monoimides as Acceptors for Organic Solar Cells: A Study on the Structure–Property Relationship

Bettina Schweda; Matiss Reinfelds; Jakob Hofinger; Bäumel Georg; Thomas Rath; Petra Kaschnitz; Roland Fischer; Michaela Flock; Heinz Amenitsch; Markus C. Scharber; Gregor Trimmel

doi:10.1002/chem.202200276

Phenylene-Bridged Perylene Monoimides as Acceptors for Organic Solar Cells: A Study on the Structure–Property Relationship

Bettina Schweda, Matiss Reinfelds^*, Jakob Hofinger, Bäumel Georg, Thomas Rath, Petra Kaschnitz, Roland Fischer, Michaela Flock, Heinz Amenitsch, Markus C. Scharber, Gregor Trimmel^*

^*Corresponding author for this work

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

Abstract

A series of non-fullerene acceptors based on perylene monoimides coupled in the peri position through phenylene linkers were synthesized via Suzuki-coupling reactions. Various substitution patterns were investigated using density functional theory (DFT) calculations in combination with experimental data to elucidate the geometry and their optical and electrochemical properties. Further investigations of the bulk properties with grazing incidence wide angle X-ray scattering (GIWAXS) gave insight into the stacking behavior of the acceptor thin films. Electrochemical and morphological properties correlate with the photovoltaic performance of devices with the polymeric donor PBDB-T and a maximum efficiency of 3.17 % was reached. The study gives detailed information about structure–property relationships of perylene-linker-perylene compounds.

Original language	English
Article number	e202200276
Number of pages	13
Journal	Chemistry - a European Journal
Volume	28
Issue number	23
DOIs	https://doi.org/10.1002/chem.202200276
Publication status	Published - 22 Apr 2022

Keywords

density functional calculations
donor-acceptor systems
dyes
organic photovoltaics
perylene monoimide

ASJC Scopus subject areas

Catalysis
Organic Chemistry

Fields of Expertise

Advanced Materials Science

Treatment code (Nähere Zuordnung)

Basic - Fundamental (Grundlagenforschung)

UN SDGs

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

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10.1002/chem.202200276Licence: CC BY 4.0

Cite this

Schweda, B., Reinfelds, M., Hofinger, J., Georg, B., Rath, T., Kaschnitz, P., Fischer, R., Flock, M., Amenitsch, H., Scharber, M. C., & Trimmel, G. (2022). Phenylene-Bridged Perylene Monoimides as Acceptors for Organic Solar Cells: A Study on the Structure–Property Relationship. Chemistry - a European Journal, 28(23), Article e202200276. https://doi.org/10.1002/chem.202200276

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title = "Phenylene-Bridged Perylene Monoimides as Acceptors for Organic Solar Cells: A Study on the Structure–Property Relationship",

abstract = "A series of non-fullerene acceptors based on perylene monoimides coupled in the peri position through phenylene linkers were synthesized via Suzuki-coupling reactions. Various substitution patterns were investigated using density functional theory (DFT) calculations in combination with experimental data to elucidate the geometry and their optical and electrochemical properties. Further investigations of the bulk properties with grazing incidence wide angle X-ray scattering (GIWAXS) gave insight into the stacking behavior of the acceptor thin films. Electrochemical and morphological properties correlate with the photovoltaic performance of devices with the polymeric donor PBDB-T and a maximum efficiency of 3.17 % was reached. The study gives detailed information about structure–property relationships of perylene-linker-perylene compounds.",

keywords = "density functional calculations, donor-acceptor systems, dyes, organic photovoltaics, perylene monoimide",

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AU - Schweda, Bettina

AU - Reinfelds, Matiss

AU - Hofinger, Jakob

AU - Georg, Bäumel

AU - Rath, Thomas

AU - Kaschnitz, Petra

AU - Fischer, Roland

AU - Flock, Michaela

AU - Amenitsch, Heinz

AU - Scharber, Markus C.

AU - Trimmel, Gregor

PY - 2022/4/22

Y1 - 2022/4/22

N2 - A series of non-fullerene acceptors based on perylene monoimides coupled in the peri position through phenylene linkers were synthesized via Suzuki-coupling reactions. Various substitution patterns were investigated using density functional theory (DFT) calculations in combination with experimental data to elucidate the geometry and their optical and electrochemical properties. Further investigations of the bulk properties with grazing incidence wide angle X-ray scattering (GIWAXS) gave insight into the stacking behavior of the acceptor thin films. Electrochemical and morphological properties correlate with the photovoltaic performance of devices with the polymeric donor PBDB-T and a maximum efficiency of 3.17 % was reached. The study gives detailed information about structure–property relationships of perylene-linker-perylene compounds.

AB - A series of non-fullerene acceptors based on perylene monoimides coupled in the peri position through phenylene linkers were synthesized via Suzuki-coupling reactions. Various substitution patterns were investigated using density functional theory (DFT) calculations in combination with experimental data to elucidate the geometry and their optical and electrochemical properties. Further investigations of the bulk properties with grazing incidence wide angle X-ray scattering (GIWAXS) gave insight into the stacking behavior of the acceptor thin films. Electrochemical and morphological properties correlate with the photovoltaic performance of devices with the polymeric donor PBDB-T and a maximum efficiency of 3.17 % was reached. The study gives detailed information about structure–property relationships of perylene-linker-perylene compounds.

KW - density functional calculations

KW - donor-acceptor systems

KW - dyes

KW - organic photovoltaics

KW - perylene monoimide

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U2 - 10.1002/chem.202200276

DO - 10.1002/chem.202200276

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JF - Chemistry - a European Journal

IS - 23

M1 - e202200276

ER -

Phenylene-Bridged Perylene Monoimides as Acceptors for Organic Solar Cells: A Study on the Structure–Property Relationship

Abstract

Keywords

ASJC Scopus subject areas

Fields of Expertise

Treatment code (Nähere Zuordnung)

UN SDGs

Access to Document

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