Efficient singlet exciton fission in pentacene prepared from a soluble precursor

Carrier multiplication using singlet exciton fission (SF) to generate a pair of spin-triplet excitons from a single optical excitation has been highlighted as a promising approach to boost the photocurrent in photovoltaics (PVs) thereby allowing PV operation beyond the Shockley-Queisser limit. The a...

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Main Authors: Maxim Tabachnyk, Arfa H. Karani, Katharina Broch, Luis M. Pazos-Outón, James Xiao, Tom C. Jellicoe, Jiří Novák, David Harkin, Andrew J. Pearson, Akshay Rao, Neil C. Greenham, Marcus L. Böhm, Richard H. Friend
Format: Article
Language:English
Published: AIP Publishing LLC 2016-11-01
Series:APL Materials
Online Access:http://dx.doi.org/10.1063/1.4968518
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author Maxim Tabachnyk
Arfa H. Karani
Katharina Broch
Luis M. Pazos-Outón
James Xiao
Tom C. Jellicoe
Jiří Novák
David Harkin
Andrew J. Pearson
Akshay Rao
Neil C. Greenham
Marcus L. Böhm
Richard H. Friend
author_facet Maxim Tabachnyk
Arfa H. Karani
Katharina Broch
Luis M. Pazos-Outón
James Xiao
Tom C. Jellicoe
Jiří Novák
David Harkin
Andrew J. Pearson
Akshay Rao
Neil C. Greenham
Marcus L. Böhm
Richard H. Friend
author_sort Maxim Tabachnyk
collection DOAJ
description Carrier multiplication using singlet exciton fission (SF) to generate a pair of spin-triplet excitons from a single optical excitation has been highlighted as a promising approach to boost the photocurrent in photovoltaics (PVs) thereby allowing PV operation beyond the Shockley-Queisser limit. The applicability of many efficient fission materials, however, is limited due to their poor solubility. For instance, while acene-based organics such as pentacene (Pc) show high SF yields (up to200%), the plain acene backbone renders the organic molecule insoluble in common organic solvents. Previous approaches adding solubilizing side groups such as bis(tri-iso-propylsilylethynyl) to the Pc core resulted in low vertical carrier mobilities due to reduction of the transfer integrals via steric hindrance, which prevented high efficiencies in PVs. Here we show how to achieve good solubility while retaining the advantages of molecular Pc by using a soluble precursor route. The precursor fully converts into molecular Pc through thermal removal of the solubilizing side groups upon annealing above 150 °C in the solid state. The annealed precursor shows small differences in the crystallinity compared to evaporated thin films of Pc, indicating that the Pc adopts the bulk rather than surface polytype. Furthermore, we identify identical SF properties such as sub-100 fs fission time and equally long triplet lifetimes in both samples.
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spelling doaj.art-65f3b4a93db048118c491474d8e7ee4e2022-12-22T01:17:57ZengAIP Publishing LLCAPL Materials2166-532X2016-11-01411116112116112-610.1063/1.4968518010611APMEfficient singlet exciton fission in pentacene prepared from a soluble precursorMaxim Tabachnyk0Arfa H. Karani1Katharina Broch2Luis M. Pazos-Outón3James Xiao4Tom C. Jellicoe5Jiří Novák6David Harkin7Andrew J. Pearson8Akshay Rao9Neil C. Greenham10Marcus L. Böhm11Richard H. Friend12Cavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCentral European Institute of Technology and Department of Condensed Matter Physics, Masaryk University, Kotlarska 2, Brno 61137, Czech RepublicCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCavendish Laboratory, J.J. Thomson Avenue, University of Cambridge, Cambridge CB3 OHE, UKCarrier multiplication using singlet exciton fission (SF) to generate a pair of spin-triplet excitons from a single optical excitation has been highlighted as a promising approach to boost the photocurrent in photovoltaics (PVs) thereby allowing PV operation beyond the Shockley-Queisser limit. The applicability of many efficient fission materials, however, is limited due to their poor solubility. For instance, while acene-based organics such as pentacene (Pc) show high SF yields (up to200%), the plain acene backbone renders the organic molecule insoluble in common organic solvents. Previous approaches adding solubilizing side groups such as bis(tri-iso-propylsilylethynyl) to the Pc core resulted in low vertical carrier mobilities due to reduction of the transfer integrals via steric hindrance, which prevented high efficiencies in PVs. Here we show how to achieve good solubility while retaining the advantages of molecular Pc by using a soluble precursor route. The precursor fully converts into molecular Pc through thermal removal of the solubilizing side groups upon annealing above 150 °C in the solid state. The annealed precursor shows small differences in the crystallinity compared to evaporated thin films of Pc, indicating that the Pc adopts the bulk rather than surface polytype. Furthermore, we identify identical SF properties such as sub-100 fs fission time and equally long triplet lifetimes in both samples.http://dx.doi.org/10.1063/1.4968518
spellingShingle Maxim Tabachnyk
Arfa H. Karani
Katharina Broch
Luis M. Pazos-Outón
James Xiao
Tom C. Jellicoe
Jiří Novák
David Harkin
Andrew J. Pearson
Akshay Rao
Neil C. Greenham
Marcus L. Böhm
Richard H. Friend
Efficient singlet exciton fission in pentacene prepared from a soluble precursor
APL Materials
title Efficient singlet exciton fission in pentacene prepared from a soluble precursor
title_full Efficient singlet exciton fission in pentacene prepared from a soluble precursor
title_fullStr Efficient singlet exciton fission in pentacene prepared from a soluble precursor
title_full_unstemmed Efficient singlet exciton fission in pentacene prepared from a soluble precursor
title_short Efficient singlet exciton fission in pentacene prepared from a soluble precursor
title_sort efficient singlet exciton fission in pentacene prepared from a soluble precursor
url http://dx.doi.org/10.1063/1.4968518
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