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; Sato, Hirofumi; Higashi, Masahiro; Tsujimura, Sota; Kobori, Yasuhiro; Adachi, Rintaro; Yamakata, Akira; Ie, Yutaka

doi:https://doi.org/10.1002/anie.202412691

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, e202412691

アクセス数:49件（2025-04-21 04:40 集計）

固定URL: https://hdl.handle.net/11094/98299

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タイトル	Nonfullerene Acceptors Bearing Spiro‐Substituted Bithiophene Units in Organic Solar Cells: Tuning the Frontier Molecular Orbital Distribution to Reduce Exciton Binding Energy
著者	著者名 Wang, Kai
	NRID 1000040861042 1000040861042 researchmap permalink jinnai.seihou jinnai.seihou Scopus Author ID 55840407300 55840407300 著者名 Jinnai, Seihou
	著者名 Urakami, Takumi
	NRID 1000070290905 1000070290905 著者名 Sato, Hirofumi
	NRID 1000020611479 1000020611479 著者名 Higashi, Masahiro
	著者名 Tsujimura, Sota
	NRID 1000000282038 1000000282038 著者名 Kobori, Yasuhiro
	著者名 Adachi, Rintaro
	NRID 1000060321915 1000060321915 著者名 Yamakata, Akira
	NRID 1000080362622 1000080362622 researchmap permalink read0105668 read0105668 Scopus Author ID 55930140700 55930140700 著者名 Ie, Yutaka
キーワード等	organic solar cells
	exciton binding energies
	organic semiconductors
	non-fullerene acceptors
	exciton
内容	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.
抄録	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.
出版者	Wiley
収録物名	Angewandte Chemie International Edition
ページ	e202412691
刊行年月	2024-10-15
言語	英語
ハンドルURL	https://hdl.handle.net/11094/98299
PISSN	14337851
eISSN	15213773
関連情報 (isIdenticalTo)	DOI (出版社版) https://doi.org/10.1002/anie.202412691
アクセス権	open access
権利情報	This article is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
出版タイプ	Version of Record
カテゴリ	学術雑誌論文 Journal Article

資源タイプ	学術雑誌論文
ローカル資源タイプ	学術雑誌論文
DCTERMS.bibliographicCitation	Angewandte Chemie International Edition. 2024, p. e202412691
DC.title	Nonfullerene Acceptors Bearing Spiro‐Substituted Bithiophene Units in Organic Solar Cells: Tuning the Frontier Molecular Orbital Distribution to Reduce Exciton Binding Energy
DC.creator	Wang, Kai
	Jinnai, Seihou
	Urakami, Takumi
	Sato, Hirofumi
	Higashi, Masahiro
	Tsujimura, Sota
	Kobori, Yasuhiro
	Adachi, Rintaro
	Yamakata, Akira
	Ie, Yutaka
DC.publisher	Wiley
DC.language' scheme='DCTERMS.RFC1766	英語
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2024-10-15
DC.identifier	https://doi.org/10.1002/anie.202412691
DC.subject	organic solar cells
	exciton binding energies
	organic semiconductors
	non-fullerene acceptors
	exciton
DC.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.
DCTERMS.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.
DC.rights	This article is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
DC.format	98299
citation_title	Nonfullerene Acceptors Bearing Spiro‐Substituted Bithiophene Units in Organic Solar Cells: Tuning the Frontier Molecular Orbital Distribution to Reduce Exciton Binding Energy
citation_author	Wang, Kai
	Jinnai, Seihou
	Urakami, Takumi
	Sato, Hirofumi
	Higashi, Masahiro
	Tsujimura, Sota
	Kobori, Yasuhiro
	Adachi, Rintaro
	Yamakata, Akira
	Ie, Yutaka
citation_publisher	Wiley
citation_language	英語
citation_date	2024-10-15
citation_journal_title	Angewandte Chemie International Edition
citation_firstpage	e202412691
citation_doi	https://doi.org/10.1002/anie.202412691
citation_public_url	https://hdl.handle.net/11094/98299

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

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