Dimeric Phenazinothiadiazole Acceptors in Bulk Heterojunction Solar Cells

Abstract Two covalently linked triisopropylsilyl-ethynylated phenazinothiadiazoles were prepared through condensation of a spirocyclic and a bicyclic tetraketone with a 5,6-diaminobenzothiadiazole. The spirobisindene- and the ethanoanthracene-based linkers render the electron acceptors amorphous in...

Full description

Bibliographic Details
Main Authors: Lukas Ahrens, Yvonne J. Hofstetter, Baris Celik, Julian F. Butscher, Frank Rominger, Jan Freudenberg, Yana Vaynzof, Uwe H. F. Bunz
Format: Article
Language:English
Published: Georg Thieme Verlag 2021-04-01
Series:Organic Materials
Subjects:
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/s-0041-1726459
id doaj-5c554caf2c8e4405a6346102b43b7e5e
record_format Article
spelling doaj-5c554caf2c8e4405a6346102b43b7e5e2021-04-06T05:15:54ZengGeorg Thieme VerlagOrganic Materials2625-18252021-04-01030216817310.1055/s-0041-1726459Dimeric Phenazinothiadiazole Acceptors in Bulk Heterojunction Solar CellsLukas Ahrens0Yvonne J. Hofstetter1Baris Celik2Julian F. Butscher3Frank Rominger4Jan Freudenberg5Yana Vaynzof6Uwe H. F. Bunz7Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, GermanyInstitut für Angewandte Physik, Technische Universität Dresden, Nöthnitzer Straße 61, 01187 Dresden, GermanyOrganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, GermanyInstitut für Angewandte Physik, Technische Universität Dresden, Nöthnitzer Straße 61, 01187 Dresden, GermanyOrganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, GermanyOrganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, GermanyInstitut für Angewandte Physik, Technische Universität Dresden, Nöthnitzer Straße 61, 01187 Dresden, GermanyOrganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, GermanyAbstract Two covalently linked triisopropylsilyl-ethynylated phenazinothiadiazoles were prepared through condensation of a spirocyclic and a bicyclic tetraketone with a 5,6-diaminobenzothiadiazole. The spirobisindene- and the ethanoanthracene-based linkers render the electron acceptors amorphous in thin films. The optoelectronic properties of the non-conjugated dimers are indistinguishable from that of the crystalline monomer. Bulk heterojunction solar cells were prepared with power conversion efficiencies peaking at 1.6%. The choice of linker neither influenced optical and electrochemical properties nor device performance.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0041-1726459arenescondensationelectron acceptorsnon-fullerene acceptorsorganic electronicsorganic solar cells
collection DOAJ
language English
format Article
sources DOAJ
author Lukas Ahrens
Yvonne J. Hofstetter
Baris Celik
Julian F. Butscher
Frank Rominger
Jan Freudenberg
Yana Vaynzof
Uwe H. F. Bunz
spellingShingle Lukas Ahrens
Yvonne J. Hofstetter
Baris Celik
Julian F. Butscher
Frank Rominger
Jan Freudenberg
Yana Vaynzof
Uwe H. F. Bunz
Dimeric Phenazinothiadiazole Acceptors in Bulk Heterojunction Solar Cells
Organic Materials
arenes
condensation
electron acceptors
non-fullerene acceptors
organic electronics
organic solar cells
author_facet Lukas Ahrens
Yvonne J. Hofstetter
Baris Celik
Julian F. Butscher
Frank Rominger
Jan Freudenberg
Yana Vaynzof
Uwe H. F. Bunz
author_sort Lukas Ahrens
title Dimeric Phenazinothiadiazole Acceptors in Bulk Heterojunction Solar Cells
title_short Dimeric Phenazinothiadiazole Acceptors in Bulk Heterojunction Solar Cells
title_full Dimeric Phenazinothiadiazole Acceptors in Bulk Heterojunction Solar Cells
title_fullStr Dimeric Phenazinothiadiazole Acceptors in Bulk Heterojunction Solar Cells
title_full_unstemmed Dimeric Phenazinothiadiazole Acceptors in Bulk Heterojunction Solar Cells
title_sort dimeric phenazinothiadiazole acceptors in bulk heterojunction solar cells
publisher Georg Thieme Verlag
series Organic Materials
issn 2625-1825
publishDate 2021-04-01
description Abstract Two covalently linked triisopropylsilyl-ethynylated phenazinothiadiazoles were prepared through condensation of a spirocyclic and a bicyclic tetraketone with a 5,6-diaminobenzothiadiazole. The spirobisindene- and the ethanoanthracene-based linkers render the electron acceptors amorphous in thin films. The optoelectronic properties of the non-conjugated dimers are indistinguishable from that of the crystalline monomer. Bulk heterojunction solar cells were prepared with power conversion efficiencies peaking at 1.6%. The choice of linker neither influenced optical and electrochemical properties nor device performance.
topic arenes
condensation
electron acceptors
non-fullerene acceptors
organic electronics
organic solar cells
url http://www.thieme-connect.de/DOI/DOI?10.1055/s-0041-1726459
work_keys_str_mv AT lukasahrens dimericphenazinothiadiazoleacceptorsinbulkheterojunctionsolarcells
AT yvonnejhofstetter dimericphenazinothiadiazoleacceptorsinbulkheterojunctionsolarcells
AT bariscelik dimericphenazinothiadiazoleacceptorsinbulkheterojunctionsolarcells
AT julianfbutscher dimericphenazinothiadiazoleacceptorsinbulkheterojunctionsolarcells
AT frankrominger dimericphenazinothiadiazoleacceptorsinbulkheterojunctionsolarcells
AT janfreudenberg dimericphenazinothiadiazoleacceptorsinbulkheterojunctionsolarcells
AT yanavaynzof dimericphenazinothiadiazoleacceptorsinbulkheterojunctionsolarcells
AT uwehfbunz dimericphenazinothiadiazoleacceptorsinbulkheterojunctionsolarcells
_version_ 1721538552443961344