Structure–Property Relationships with Functionalized Subphthalocyanines: Toward Photovoltaic Devices More Stable to Photooxidative Degradation Mediated by Singlet Oxygen
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Structure–Property Relationships with Functionalized Subphthalocyanines : Toward Photovoltaic Devices More Stable to Photooxidative Degradation Mediated by Singlet Oxygen. / Aryal, Um Kanta; Atajanov, Rovshen; Broløs, Line; El-Sayed, Ahmed Ali; Henke, Petr; Jespersen, Malte Frydenlund; Langhorn, Line M.; Madsen, Morten; Martos, Daniel Garcia; Mikkelsen, Kurt V.; Mogensen, Josefine; Nielsen, Mogens Brøndsted; Ogilby, Peter R.; Rasmussen, Mads Georg; Rindom, Cecilie; Turkovic, Vida.
I: Advanced Functional Materials, 2024.Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
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TY - JOUR
T1 - Structure–Property Relationships with Functionalized Subphthalocyanines
T2 - Toward Photovoltaic Devices More Stable to Photooxidative Degradation Mediated by Singlet Oxygen
AU - Aryal, Um Kanta
AU - Atajanov, Rovshen
AU - Broløs, Line
AU - El-Sayed, Ahmed Ali
AU - Henke, Petr
AU - Jespersen, Malte Frydenlund
AU - Langhorn, Line M.
AU - Madsen, Morten
AU - Martos, Daniel Garcia
AU - Mikkelsen, Kurt V.
AU - Mogensen, Josefine
AU - Nielsen, Mogens Brøndsted
AU - Ogilby, Peter R.
AU - Rasmussen, Mads Georg
AU - Rindom, Cecilie
AU - Turkovic, Vida
N1 - Correction to: https://doi.org/10.1002/adfm.202400681 Funding Information: The Independent Research Fund Denmark, Technology and Production Sciences (0136‐00081B), and the Arab Fund Fellowship Program (A.A.E.‐S.) are acknowledged for financial support. Publisher Copyright: © 2023 Wiley-VCH GmbH.
PY - 2024
Y1 - 2024
N2 - In this work, the overarching goal of improving the photooxidative stability of organic components used in photovoltaic devices is addressed, focusing on the common problem of degradation mediated by singlet molecular oxygen. Through a systematic exploration of boron subphthalocyanines (SubPcs), the influence of donor and acceptor substituents on the SubPc's redox properties has been examined, including the SubPc's ability to (1) act as a photosensitizer for singlet oxygen generation and (2) deactivate singlet oxygen are examined. How singlet oxygen formation and removal are influenced by linking together three SubPcs in a compact structure and by linking a SubPc to another molecular unit of relevance for organic photovoltaics (indenofluorene-extended tetrathiafulvalene) is also examined. Synthetic protocols rooted in acetylenic scaffolding, experimental and computational structure–property relationships (optical and redox properties, singlet oxygen quantum yields, and removal kinetics), and characteristics of a functional photovoltaic device using a SubPc molecule are presented, demonstrating that cyano functionalization results in remarkably enhanced organic photovoltaic device stability.
AB - In this work, the overarching goal of improving the photooxidative stability of organic components used in photovoltaic devices is addressed, focusing on the common problem of degradation mediated by singlet molecular oxygen. Through a systematic exploration of boron subphthalocyanines (SubPcs), the influence of donor and acceptor substituents on the SubPc's redox properties has been examined, including the SubPc's ability to (1) act as a photosensitizer for singlet oxygen generation and (2) deactivate singlet oxygen are examined. How singlet oxygen formation and removal are influenced by linking together three SubPcs in a compact structure and by linking a SubPc to another molecular unit of relevance for organic photovoltaics (indenofluorene-extended tetrathiafulvalene) is also examined. Synthetic protocols rooted in acetylenic scaffolding, experimental and computational structure–property relationships (optical and redox properties, singlet oxygen quantum yields, and removal kinetics), and characteristics of a functional photovoltaic device using a SubPc molecule are presented, demonstrating that cyano functionalization results in remarkably enhanced organic photovoltaic device stability.
KW - chromophores
KW - fused-ring systems
KW - photovoltaics
KW - redox chemistry
KW - singlet oxygen
U2 - 10.1002/adfm.202310222
DO - 10.1002/adfm.202310222
M3 - Journal article
AN - SCOPUS:85180213370
JO - Advanced Materials for Optics and Electronics
JF - Advanced Materials for Optics and Electronics
SN - 1057-9257
ER -
ID: 378821953