Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors

Autores
Van Mierloo, Sarah; Vasseur, Karolien; Van Den Brande, Niko; Boyukbayram, Ayse E.; Ruttens, Bart; Rodríguez, Silvio David; Botek, Edith; Liégeois, Vincent; D'Haen, Jan; Adriaensens, Peter J.; Heremans, Paul; Champagne, Benoît; Van Assche, Guy; Lutsen, Laurence; Vanderzande, Dirk J.; Maes, Wouter
Año de publicación
2012
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A series of 5′-aryl-substituted 2, 5-bis(3′-hexylthiophen- 2′-yl)thiazolo[5, 4-d]thiazole derivatives was synthesized and these expanded semiconductors were investigated as active materials for solution-processable organic field-effect transistors. Field-effect mobilities of up to 10 -3 cm 2V -1s -1 were obtained, representing the first reasonable FET behavior for highly soluble thiazolo[5, 4-d]thiazole-based small organic compounds suitable for printable electronics. Thermal and electrooptical material properties were studied by thermogravimetric analysis, differential scanning calorimetry, cyclic voltammetry, and UV/Vis spectroscopy. Trends in thermal and optical data were supported by (time-dependent) density functional theory calculations. Additional X-ray diffraction, atomic force microscopy, and scanning electron microscopy studies provided insight in the relationship between the molecular structures, film morphologies, and FET performances. The fibrillar microcrystalline structure observed for the best-performing thienyl-substituted material was linked to the high mobility.
Fil: Van Mierloo, Sarah. Hasselt University; Bélgica
Fil: Vasseur, Karolien. Katholikie Universiteit Leuven; Bélgica
Fil: Van Den Brande, Niko. Vrije Unviversiteit Brussel; Bélgica
Fil: Boyukbayram, Ayse E.. Hasselt University; Bélgica
Fil: Ruttens, Bart. Hasselt University; Bélgica
Fil: Rodríguez, Silvio David. Hasselt University; Bélgica. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Biodiversidad y Biología Experimental y Aplicada. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Biodiversidad y Biología Experimental y Aplicada; Argentina
Fil: Botek, Edith. Université de Namur; Bélgica
Fil: Liégeois, Vincent. Université de Namur; Bélgica
Fil: D'Haen, Jan. Hasselt University; Bélgica
Fil: Adriaensens, Peter J.. Hasselt University; Bélgica
Fil: Heremans, Paul. Katholikie Universiteit Leuven; Bélgica
Fil: Champagne, Benoît. Université de Namur; Bélgica
Fil: Van Assche, Guy. Vrije Unviversiteit Brussel; Bélgica
Fil: Lutsen, Laurence. Hasselt University; Bélgica
Fil: Vanderzande, Dirk J.. Hasselt University; Bélgica
Fil: Maes, Wouter. Hasselt University; Bélgica. Katholikie Universiteit Leuven; Bélgica
Materia
CONDUCTING MATERIALS
FIELD-EFFECT TRANSISTORS
ORGANIC ELECTRONICS
THIAZOLO[5,4-D]THIAZOLES
THIN FILM MORPHOLOGY
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/216245

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oai_identifier_str oai:ri.conicet.gov.ar:11336/216245
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistorsVan Mierloo, SarahVasseur, KarolienVan Den Brande, NikoBoyukbayram, Ayse E.Ruttens, BartRodríguez, Silvio DavidBotek, EdithLiégeois, VincentD'Haen, JanAdriaensens, Peter J.Heremans, PaulChampagne, BenoîtVan Assche, GuyLutsen, LaurenceVanderzande, Dirk J.Maes, WouterCONDUCTING MATERIALSFIELD-EFFECT TRANSISTORSORGANIC ELECTRONICSTHIAZOLO[5,4-D]THIAZOLESTHIN FILM MORPHOLOGYhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A series of 5′-aryl-substituted 2, 5-bis(3′-hexylthiophen- 2′-yl)thiazolo[5, 4-d]thiazole derivatives was synthesized and these expanded semiconductors were investigated as active materials for solution-processable organic field-effect transistors. Field-effect mobilities of up to 10 -3 cm 2V -1s -1 were obtained, representing the first reasonable FET behavior for highly soluble thiazolo[5, 4-d]thiazole-based small organic compounds suitable for printable electronics. Thermal and electrooptical material properties were studied by thermogravimetric analysis, differential scanning calorimetry, cyclic voltammetry, and UV/Vis spectroscopy. Trends in thermal and optical data were supported by (time-dependent) density functional theory calculations. Additional X-ray diffraction, atomic force microscopy, and scanning electron microscopy studies provided insight in the relationship between the molecular structures, film morphologies, and FET performances. The fibrillar microcrystalline structure observed for the best-performing thienyl-substituted material was linked to the high mobility.Fil: Van Mierloo, Sarah. Hasselt University; BélgicaFil: Vasseur, Karolien. Katholikie Universiteit Leuven; BélgicaFil: Van Den Brande, Niko. Vrije Unviversiteit Brussel; BélgicaFil: Boyukbayram, Ayse E.. Hasselt University; BélgicaFil: Ruttens, Bart. Hasselt University; BélgicaFil: Rodríguez, Silvio David. Hasselt University; Bélgica. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Biodiversidad y Biología Experimental y Aplicada. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Biodiversidad y Biología Experimental y Aplicada; ArgentinaFil: Botek, Edith. Université de Namur; BélgicaFil: Liégeois, Vincent. Université de Namur; BélgicaFil: D'Haen, Jan. Hasselt University; BélgicaFil: Adriaensens, Peter J.. Hasselt University; BélgicaFil: Heremans, Paul. Katholikie Universiteit Leuven; BélgicaFil: Champagne, Benoît. Université de Namur; BélgicaFil: Van Assche, Guy. Vrije Unviversiteit Brussel; BélgicaFil: Lutsen, Laurence. Hasselt University; BélgicaFil: Vanderzande, Dirk J.. Hasselt University; BélgicaFil: Maes, Wouter. Hasselt University; Bélgica. Katholikie Universiteit Leuven; BélgicaWiley2012-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/216245Van Mierloo, Sarah; Vasseur, Karolien; Van Den Brande, Niko; Boyukbayram, Ayse E.; Ruttens, Bart; et al.; Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors; Wiley; ChemplusChem; 77; 10; 6-2012; 923-9302192-6506CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/cplu.201200132info:eu-repo/semantics/altIdentifier/doi/10.1002/cplu.201200132info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:31:52Zoai:ri.conicet.gov.ar:11336/216245instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 10:31:53.084CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors
title Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors
spellingShingle Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors
Van Mierloo, Sarah
CONDUCTING MATERIALS
FIELD-EFFECT TRANSISTORS
ORGANIC ELECTRONICS
THIAZOLO[5,4-D]THIAZOLES
THIN FILM MORPHOLOGY
title_short Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors
title_full Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors
title_fullStr Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors
title_full_unstemmed Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors
title_sort Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors
dc.creator.none.fl_str_mv Van Mierloo, Sarah
Vasseur, Karolien
Van Den Brande, Niko
Boyukbayram, Ayse E.
Ruttens, Bart
Rodríguez, Silvio David
Botek, Edith
Liégeois, Vincent
D'Haen, Jan
Adriaensens, Peter J.
Heremans, Paul
Champagne, Benoît
Van Assche, Guy
Lutsen, Laurence
Vanderzande, Dirk J.
Maes, Wouter
author Van Mierloo, Sarah
author_facet Van Mierloo, Sarah
Vasseur, Karolien
Van Den Brande, Niko
Boyukbayram, Ayse E.
Ruttens, Bart
Rodríguez, Silvio David
Botek, Edith
Liégeois, Vincent
D'Haen, Jan
Adriaensens, Peter J.
Heremans, Paul
Champagne, Benoît
Van Assche, Guy
Lutsen, Laurence
Vanderzande, Dirk J.
Maes, Wouter
author_role author
author2 Vasseur, Karolien
Van Den Brande, Niko
Boyukbayram, Ayse E.
Ruttens, Bart
Rodríguez, Silvio David
Botek, Edith
Liégeois, Vincent
D'Haen, Jan
Adriaensens, Peter J.
Heremans, Paul
Champagne, Benoît
Van Assche, Guy
Lutsen, Laurence
Vanderzande, Dirk J.
Maes, Wouter
author2_role author
author
author
author
author
author
author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv CONDUCTING MATERIALS
FIELD-EFFECT TRANSISTORS
ORGANIC ELECTRONICS
THIAZOLO[5,4-D]THIAZOLES
THIN FILM MORPHOLOGY
topic CONDUCTING MATERIALS
FIELD-EFFECT TRANSISTORS
ORGANIC ELECTRONICS
THIAZOLO[5,4-D]THIAZOLES
THIN FILM MORPHOLOGY
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv A series of 5′-aryl-substituted 2, 5-bis(3′-hexylthiophen- 2′-yl)thiazolo[5, 4-d]thiazole derivatives was synthesized and these expanded semiconductors were investigated as active materials for solution-processable organic field-effect transistors. Field-effect mobilities of up to 10 -3 cm 2V -1s -1 were obtained, representing the first reasonable FET behavior for highly soluble thiazolo[5, 4-d]thiazole-based small organic compounds suitable for printable electronics. Thermal and electrooptical material properties were studied by thermogravimetric analysis, differential scanning calorimetry, cyclic voltammetry, and UV/Vis spectroscopy. Trends in thermal and optical data were supported by (time-dependent) density functional theory calculations. Additional X-ray diffraction, atomic force microscopy, and scanning electron microscopy studies provided insight in the relationship between the molecular structures, film morphologies, and FET performances. The fibrillar microcrystalline structure observed for the best-performing thienyl-substituted material was linked to the high mobility.
Fil: Van Mierloo, Sarah. Hasselt University; Bélgica
Fil: Vasseur, Karolien. Katholikie Universiteit Leuven; Bélgica
Fil: Van Den Brande, Niko. Vrije Unviversiteit Brussel; Bélgica
Fil: Boyukbayram, Ayse E.. Hasselt University; Bélgica
Fil: Ruttens, Bart. Hasselt University; Bélgica
Fil: Rodríguez, Silvio David. Hasselt University; Bélgica. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Biodiversidad y Biología Experimental y Aplicada. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Biodiversidad y Biología Experimental y Aplicada; Argentina
Fil: Botek, Edith. Université de Namur; Bélgica
Fil: Liégeois, Vincent. Université de Namur; Bélgica
Fil: D'Haen, Jan. Hasselt University; Bélgica
Fil: Adriaensens, Peter J.. Hasselt University; Bélgica
Fil: Heremans, Paul. Katholikie Universiteit Leuven; Bélgica
Fil: Champagne, Benoît. Université de Namur; Bélgica
Fil: Van Assche, Guy. Vrije Unviversiteit Brussel; Bélgica
Fil: Lutsen, Laurence. Hasselt University; Bélgica
Fil: Vanderzande, Dirk J.. Hasselt University; Bélgica
Fil: Maes, Wouter. Hasselt University; Bélgica. Katholikie Universiteit Leuven; Bélgica
description A series of 5′-aryl-substituted 2, 5-bis(3′-hexylthiophen- 2′-yl)thiazolo[5, 4-d]thiazole derivatives was synthesized and these expanded semiconductors were investigated as active materials for solution-processable organic field-effect transistors. Field-effect mobilities of up to 10 -3 cm 2V -1s -1 were obtained, representing the first reasonable FET behavior for highly soluble thiazolo[5, 4-d]thiazole-based small organic compounds suitable for printable electronics. Thermal and electrooptical material properties were studied by thermogravimetric analysis, differential scanning calorimetry, cyclic voltammetry, and UV/Vis spectroscopy. Trends in thermal and optical data were supported by (time-dependent) density functional theory calculations. Additional X-ray diffraction, atomic force microscopy, and scanning electron microscopy studies provided insight in the relationship between the molecular structures, film morphologies, and FET performances. The fibrillar microcrystalline structure observed for the best-performing thienyl-substituted material was linked to the high mobility.
publishDate 2012
dc.date.none.fl_str_mv 2012-06
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/216245
Van Mierloo, Sarah; Vasseur, Karolien; Van Den Brande, Niko; Boyukbayram, Ayse E.; Ruttens, Bart; et al.; Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors; Wiley; ChemplusChem; 77; 10; 6-2012; 923-930
2192-6506
CONICET Digital
CONICET
url http://hdl.handle.net/11336/216245
identifier_str_mv Van Mierloo, Sarah; Vasseur, Karolien; Van Den Brande, Niko; Boyukbayram, Ayse E.; Ruttens, Bart; et al.; Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors; Wiley; ChemplusChem; 77; 10; 6-2012; 923-930
2192-6506
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/cplu.201200132
info:eu-repo/semantics/altIdentifier/doi/10.1002/cplu.201200132
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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