Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures

Detalhes bibliográficos
Autor(a) principal: Costa, Cristiana
Data de Publicação: 2019
Outros Autores: Farinhas, Joana, Velho, Mariana F. G., Avo, Joao, Matos, Manuel, Galvão, Adelino, Charas, Ana
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.21/10543
Resumo: The synthesis, characterisation and application as electron-acceptors in organic photovoltaic cells of new [1,2,5]thiadiazolo[3,4-g]quinoxaline-based small molecules with oligo(ethylene oxide) solubilising groups and tunable optical bandgaps are reported. A new p-type polymer consisting of a polythiophene derivative substituted with analogous solubilising groups was also synthesised to perform as a donor, in combination with the small molecules, for bulk-heterojunction solar cells using ethanol/anisole mixtures as low toxic solvents to process the active blends. Comparison of the structural, electrochemical and photophysical properties of the small molecules elucidated on the structural dependence of their optical bandgaps, ranging from 1.31 to 2.25 eV. The active layers composed of the polythiophene donor and the small molecules showed well-intermixed morphologies, and the best performing blends showed a fibrillar-type morphology, indicative of more ordered molecular packings. Blends processed from the 50 : 50 (v/v) mixture of ethanol and a low toxic solvent, anisole, yielded low power conversion efficiencies of 0.39% in non-optimized organic solar cells. Although the efficiencies are low, these are the first reported results of OSCs with active layers composed of non-fullerene acceptors processed from ethanol-based solvent formulations. This study provides guidelines for the design of non-fullerene acceptors for the fabrication of OSCs processed from environmentally friendly solvents.
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spelling Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixturesElectron-acceptorsOptical bandgapsDonorPolythiophene donorThe synthesis, characterisation and application as electron-acceptors in organic photovoltaic cells of new [1,2,5]thiadiazolo[3,4-g]quinoxaline-based small molecules with oligo(ethylene oxide) solubilising groups and tunable optical bandgaps are reported. A new p-type polymer consisting of a polythiophene derivative substituted with analogous solubilising groups was also synthesised to perform as a donor, in combination with the small molecules, for bulk-heterojunction solar cells using ethanol/anisole mixtures as low toxic solvents to process the active blends. Comparison of the structural, electrochemical and photophysical properties of the small molecules elucidated on the structural dependence of their optical bandgaps, ranging from 1.31 to 2.25 eV. The active layers composed of the polythiophene donor and the small molecules showed well-intermixed morphologies, and the best performing blends showed a fibrillar-type morphology, indicative of more ordered molecular packings. Blends processed from the 50 : 50 (v/v) mixture of ethanol and a low toxic solvent, anisole, yielded low power conversion efficiencies of 0.39% in non-optimized organic solar cells. Although the efficiencies are low, these are the first reported results of OSCs with active layers composed of non-fullerene acceptors processed from ethanol-based solvent formulations. This study provides guidelines for the design of non-fullerene acceptors for the fabrication of OSCs processed from environmentally friendly solvents.Royal Society of ChemistryRCIPLCosta, CristianaFarinhas, JoanaVelho, Mariana F. G.Avo, JoaoMatos, ManuelGalvão, AdelinoCharas, Ana2019-10-04T09:02:13Z2019-09-282019-09-28T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.21/10543engCOSTA, Cristiana; [et al] – Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures. New Journal of Chemistry. ISSN 1144-0546. Vol. 43, N.º 36 (2019), pp. 14246-142561144-054610.1039/c9nj02419kmetadata only accessinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-08-03T10:00:41Zoai:repositorio.ipl.pt:10400.21/10543Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:18:56.633344Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures
title Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures
spellingShingle Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures
Costa, Cristiana
Electron-acceptors
Optical bandgaps
Donor
Polythiophene donor
title_short Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures
title_full Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures
title_fullStr Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures
title_full_unstemmed Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures
title_sort Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures
author Costa, Cristiana
author_facet Costa, Cristiana
Farinhas, Joana
Velho, Mariana F. G.
Avo, Joao
Matos, Manuel
Galvão, Adelino
Charas, Ana
author_role author
author2 Farinhas, Joana
Velho, Mariana F. G.
Avo, Joao
Matos, Manuel
Galvão, Adelino
Charas, Ana
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv RCIPL
dc.contributor.author.fl_str_mv Costa, Cristiana
Farinhas, Joana
Velho, Mariana F. G.
Avo, Joao
Matos, Manuel
Galvão, Adelino
Charas, Ana
dc.subject.por.fl_str_mv Electron-acceptors
Optical bandgaps
Donor
Polythiophene donor
topic Electron-acceptors
Optical bandgaps
Donor
Polythiophene donor
description The synthesis, characterisation and application as electron-acceptors in organic photovoltaic cells of new [1,2,5]thiadiazolo[3,4-g]quinoxaline-based small molecules with oligo(ethylene oxide) solubilising groups and tunable optical bandgaps are reported. A new p-type polymer consisting of a polythiophene derivative substituted with analogous solubilising groups was also synthesised to perform as a donor, in combination with the small molecules, for bulk-heterojunction solar cells using ethanol/anisole mixtures as low toxic solvents to process the active blends. Comparison of the structural, electrochemical and photophysical properties of the small molecules elucidated on the structural dependence of their optical bandgaps, ranging from 1.31 to 2.25 eV. The active layers composed of the polythiophene donor and the small molecules showed well-intermixed morphologies, and the best performing blends showed a fibrillar-type morphology, indicative of more ordered molecular packings. Blends processed from the 50 : 50 (v/v) mixture of ethanol and a low toxic solvent, anisole, yielded low power conversion efficiencies of 0.39% in non-optimized organic solar cells. Although the efficiencies are low, these are the first reported results of OSCs with active layers composed of non-fullerene acceptors processed from ethanol-based solvent formulations. This study provides guidelines for the design of non-fullerene acceptors for the fabrication of OSCs processed from environmentally friendly solvents.
publishDate 2019
dc.date.none.fl_str_mv 2019-10-04T09:02:13Z
2019-09-28
2019-09-28T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10400.21/10543
url http://hdl.handle.net/10400.21/10543
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv COSTA, Cristiana; [et al] – Band-gap tunable thiadiazolo[3,4-g]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures. New Journal of Chemistry. ISSN 1144-0546. Vol. 43, N.º 36 (2019), pp. 14246-14256
1144-0546
10.1039/c9nj02419k
dc.rights.driver.fl_str_mv metadata only access
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eu_rights_str_mv openAccess
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dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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