Ferrocene Derivatives Functionalized with Donor/Acceptor (Hetero)Aromatic Substituents: Tuning of Redox Properties

A series of functionalized ferrocene derivatives carrying electron-donor and electron-withdrawing (hetero)aromatic substituents has been designed as potential alternative electrolyte redox couples for dye-sensitized solar cells (DSSC). The compounds have been synthesized and fully characterized in t...

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Main Authors: Norberto Manfredi, Cristina Decavoli, Chiara L. Boldrini, Carmine Coluccini, Alessandro Abbotto
Format: Article
Language:English
Published: MDPI AG 2020-08-01
Series:Energies
Subjects:
Online Access:https://www.mdpi.com/1996-1073/13/15/3937
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author Norberto Manfredi
Cristina Decavoli
Chiara L. Boldrini
Carmine Coluccini
Alessandro Abbotto
author_facet Norberto Manfredi
Cristina Decavoli
Chiara L. Boldrini
Carmine Coluccini
Alessandro Abbotto
author_sort Norberto Manfredi
collection DOAJ
description A series of functionalized ferrocene derivatives carrying electron-donor and electron-withdrawing (hetero)aromatic substituents has been designed as potential alternative electrolyte redox couples for dye-sensitized solar cells (DSSC). The compounds have been synthesized and fully characterized in their optical and electrochemical properties. A general synthetic approach that implies the use of a microwave assisted Suzuki coupling has been developed to access a significative number of compounds. The presence of different electron-rich and electron-poor substituents provided fine tuning of optical properties and energy levels. HOMO and LUMO energy values showed that the substitution of one or two cyclopentadienyl rings of ferrocene can be successfully exploited to increase the maximum attainable voltage from a standard DSSC device using TiO<sub>2</sub> as a semiconductor, opening the way to highly efficient, non-toxic, and cheap redox shuttles to be employed in solar energy technologies.
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spelling doaj.art-61ff6f69b20d4c42a1a2e58e0b2b19582023-11-20T08:45:38ZengMDPI AGEnergies1996-10732020-08-011315393710.3390/en13153937Ferrocene Derivatives Functionalized with Donor/Acceptor (Hetero)Aromatic Substituents: Tuning of Redox PropertiesNorberto Manfredi0Cristina Decavoli1Chiara L. Boldrini2Carmine Coluccini3Alessandro Abbotto4Department of Materials Science and Solar Energy Research Centre MIB-SOLAR, University of Milano-Bicocca, and INSTM Milano-Bicocca Research Unit, Via Cozzi 55, 20125 Milan, ItalyDepartment of Materials Science and Solar Energy Research Centre MIB-SOLAR, University of Milano-Bicocca, and INSTM Milano-Bicocca Research Unit, Via Cozzi 55, 20125 Milan, ItalyDepartment of Materials Science and Solar Energy Research Centre MIB-SOLAR, University of Milano-Bicocca, and INSTM Milano-Bicocca Research Unit, Via Cozzi 55, 20125 Milan, ItalyDepartment of Materials Science and Solar Energy Research Centre MIB-SOLAR, University of Milano-Bicocca, and INSTM Milano-Bicocca Research Unit, Via Cozzi 55, 20125 Milan, ItalyDepartment of Materials Science and Solar Energy Research Centre MIB-SOLAR, University of Milano-Bicocca, and INSTM Milano-Bicocca Research Unit, Via Cozzi 55, 20125 Milan, ItalyA series of functionalized ferrocene derivatives carrying electron-donor and electron-withdrawing (hetero)aromatic substituents has been designed as potential alternative electrolyte redox couples for dye-sensitized solar cells (DSSC). The compounds have been synthesized and fully characterized in their optical and electrochemical properties. A general synthetic approach that implies the use of a microwave assisted Suzuki coupling has been developed to access a significative number of compounds. The presence of different electron-rich and electron-poor substituents provided fine tuning of optical properties and energy levels. HOMO and LUMO energy values showed that the substitution of one or two cyclopentadienyl rings of ferrocene can be successfully exploited to increase the maximum attainable voltage from a standard DSSC device using TiO<sub>2</sub> as a semiconductor, opening the way to highly efficient, non-toxic, and cheap redox shuttles to be employed in solar energy technologies.https://www.mdpi.com/1996-1073/13/15/3937ferrocenedye-sensitized solar cellsiodine-free electrolyte
spellingShingle Norberto Manfredi
Cristina Decavoli
Chiara L. Boldrini
Carmine Coluccini
Alessandro Abbotto
Ferrocene Derivatives Functionalized with Donor/Acceptor (Hetero)Aromatic Substituents: Tuning of Redox Properties
Energies
ferrocene
dye-sensitized solar cells
iodine-free electrolyte
title Ferrocene Derivatives Functionalized with Donor/Acceptor (Hetero)Aromatic Substituents: Tuning of Redox Properties
title_full Ferrocene Derivatives Functionalized with Donor/Acceptor (Hetero)Aromatic Substituents: Tuning of Redox Properties
title_fullStr Ferrocene Derivatives Functionalized with Donor/Acceptor (Hetero)Aromatic Substituents: Tuning of Redox Properties
title_full_unstemmed Ferrocene Derivatives Functionalized with Donor/Acceptor (Hetero)Aromatic Substituents: Tuning of Redox Properties
title_short Ferrocene Derivatives Functionalized with Donor/Acceptor (Hetero)Aromatic Substituents: Tuning of Redox Properties
title_sort ferrocene derivatives functionalized with donor acceptor hetero aromatic substituents tuning of redox properties
topic ferrocene
dye-sensitized solar cells
iodine-free electrolyte
url https://www.mdpi.com/1996-1073/13/15/3937
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