Nonfullerene Acceptors Bearing Spiro‐Substituted Bithiophene Units in Organic Solar Cells: Tuning the Frontier Molecular Orbital Distribution to Reduce Exciton Binding Energy

Wang, Kai; Jinnai, Seihou; Urakami, Takumi et al.

Angewandte Chemie International Edition, 2024, 63(47), e202412691

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Identifier to cite or link to this item: https://hdl.handle.net/11094/98299

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Title
Nonfullerene Acceptors Bearing Spiro‐Substituted Bithiophene Units in Organic Solar Cells: Tuning the Frontier Molecular Orbital Distribution to Reduce Exciton Binding Energy
Creator
CreatorName
Wang, Kai
NRID
1000040861042 1000040861042
researchmap permalink
jinnai.seihou jinnai.seihou
Scopus Author ID
55840407300 55840407300
CreatorName
Jinnai, Seihou
CreatorName
Urakami, Takumi
NRID
1000070290905 1000070290905
CreatorName
Sato, Hirofumi
NRID
1000020611479 1000020611479
CreatorName
Higashi, Masahiro
CreatorName
Tsujimura, Sota
NRID
1000000282038 1000000282038
CreatorName
Kobori, Yasuhiro
CreatorName
Adachi, Rintaro
NRID
1000060321915 1000060321915
CreatorName
Yamakata, Akira
NRID
1000080362622 1000080362622
researchmap permalink
read0105668 read0105668
Scopus Author ID
55930140700 55930140700
CreatorName
Ie, Yutaka
Subject
organic solar cells
exciton binding energies
organic semiconductors
non-fullerene acceptors
exciton
Description
Wang Kai, Jinnai Seihou, Urakami Takumi, et al. Nonfullerene Acceptors Bearing Spiro‐Substituted Bithiophene Units in Organic Solar Cells: Tuning the Frontier Molecular Orbital Distribution to Reduce Exciton Binding Energy. Angewandte Chemie International Edition, e202412691 (2024); https://doi.org/10.1002/anie.202412691.
Abstract
The development of nonfullerene acceptors (NFAs), represented by ITIC, has contributed to improving the power conversion efficiency (PCE) of organic solar cells (OSCs). Although tuning the electronic structures to reduce the exciton binding energy (Eb) is considered to promote photocharge generation, a rational molecular design for NFAs has not been established. In this study, we designed and developed two ITIC-based NFAs bearing spiro-substituted bithiophene or biphenyl units (named SpiroT-DCI and SpiroF-DCI) to tune the frontier molecular orbital (FMO) distribution of NFAs. While the highest occupied molecular orbitals (HOMOs) of SpiroF-DCI and ITIC are delocalized in the main π-conjugated framework, the HOMO of SpiroT-DCI is distributed on the bithiophene unit. Reflecting this difference, SpiroT-DCI exhibits a smaller Eb than either SpiroF-DCI or ITIC, and exhibits greater external quantum efficiency in single-component OSCs. Furthermore, SpiroT-DCI shows improved PCEs for bulk-heterojunction OSCs with a donor of PBDB-T, compared with that of either SpiroT-DCI or ITIC. Time-resolved spectroscopy measurements show that the photo-induced intermolecular charge separation is effective even in pristine SpiroT-DCI films. This study highlights the introduction of spiro-substituted bithiophene units that are effective in tuning the FMOs of ITIC, which is desirable for reducing the Eb and improving the PCE in OSCs.
Publisher
Wiley
Source Title
Angewandte Chemie International Edition
Volume (Issue)
63(47)
Page
e202412691
Date of Issued
2024-10-15
Language
English
Handle URL
https://hdl.handle.net/11094/98299
PISSN
14337851
eISSN
15213773
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1002/anie.202412691
Access Rights
open access
CopyRight
This article is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
oaire:version
Version of Record
Category
学術雑誌論文 Journal Article