Abstract:
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. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Registro:
Documento: |
Artículo
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Título: | Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors |
Autor: | Van Mierloo, S.; Vasseur, K.; Van Den Brande, N.; Boyukbayram, A.E.; Ruttens, B.; Rodriguez, S.D.; Botek, E.; Liégeois, V.; D'Haen, J.; Adriaensens, P.J.; Heremans, P.; Champagne, B.; Van Assche, G.; Lutsen, L.; Vanderzande, D.J.; Maes, W. |
Filiación: | Design and Synthesis of Organic Semiconductors (DSOS), Hasselt University, Institute for Materials Research (IMO-IMOMEC), Agoralaan 1, 3590 Diepenbeek, Belgium IMEC, Kapeldreef 75, 3001 Leuven, Belgium Department of Metallurgy and Materials Engineering, KU Leuven, Kasteelpark Arenberg 44, 3001 Leuven, Belgium Department of Materials and Chemistry Physical Chemistry and Polymer Science, Vrije Universiteit Brussel, Pleinlaan 2, 1050 Brussels, Belgium Department of Chemistry, Karabuk University, 78000 Karabuk, Turkey Electrical and Physical Characterization (ELPHYC), Hasselt University, Institute for Materials Research (IMO-IMOMEC), Wetenschapspark 1, 3590 Diepenbeek, Belgium Laboratoire de Chimie Théorique, Facultés Universitaires Notre-Dame de la Paix (FUNDP), Rue de Bruxelles 61, 5000 Namur, Belgium Medio Ambiente y Energía, Instituto de Quimica-Física de Materiales, Universidad de Buenos Aires Pabellón II, C1428EGA Buenos Aires, Argentina IMEC, IMOMEC Ass. Lab., Universitaire Campus, Wetenschapspark 1, 3590 Diepenbeek, Belgium Department of Chemistry, Molecular Design and Synthesis, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium
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Palabras clave: | Conducting materials; Field-effect transistors; Organic electronics; Thiazolo[5,4-d]thiazoles; Thin film morphology |
Año: | 2012
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Volumen: | 77
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Número: | 10
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Página de inicio: | 923
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Página de fin: | 930
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DOI: |
http://dx.doi.org/10.1002/cplu.201200132 |
Título revista: | ChemPlusChem
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Título revista abreviado: | ChemPlusChem
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ISSN: | 21926506
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_21926506_v77_n10_p923_VanMierloo |
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Citas:
---------- APA ----------
Van Mierloo, S., Vasseur, K., Van Den Brande, N., Boyukbayram, A.E., Ruttens, B., Rodriguez, S.D., Botek, E.,..., Maes, W.
(2012)
. Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors. ChemPlusChem, 77(10), 923-930.
http://dx.doi.org/10.1002/cplu.201200132---------- CHICAGO ----------
Van Mierloo, S., Vasseur, K., Van Den Brande, N., Boyukbayram, A.E., Ruttens, B., Rodriguez, S.D., et al.
"Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors"
. ChemPlusChem 77, no. 10
(2012) : 923-930.
http://dx.doi.org/10.1002/cplu.201200132---------- MLA ----------
Van Mierloo, S., Vasseur, K., Van Den Brande, N., Boyukbayram, A.E., Ruttens, B., Rodriguez, S.D., et al.
"Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors"
. ChemPlusChem, vol. 77, no. 10, 2012, pp. 923-930.
http://dx.doi.org/10.1002/cplu.201200132---------- VANCOUVER ----------
Van Mierloo, S., Vasseur, K., Van Den Brande, N., Boyukbayram, A.E., Ruttens, B., Rodriguez, S.D., et al. Functionalized dithienylthiazolo[5, 4-d]thiazoles for solution-processable organic field-effect transistors. ChemPlusChem. 2012;77(10):923-930.
http://dx.doi.org/10.1002/cplu.201200132