Tuning the semiconducting properties of sexithiophene by α,ω-substitution - α,ω-diperfluorohexylsexithiophene: The first n-type sexithiophene for thin-film transistors

Antonio Facchetti; Yvonne Deng; Anchuan Wang; Yoshihiro Koide; Henning Sirringhaus; Tobin J. Marks; Richard H. Friend

doi:10.1002/1521-3773(20001215)39:24<4547::AID-ANIE4547>3.0.CO;2-J

Tuning the semiconducting properties of sexithiophene by α,ω-substitution - α,ω-diperfluorohexylsexithiophene: The first n-type sexithiophene for thin-film transistors

Antonio Facchetti, Yvonne Deng, Anchuan Wang, Yoshihiro Koide, Henning Sirringhaus, Tobin J. Marks^*, Richard H. Friend

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

288 Scopus citations

Abstract

The first substituent-induced "flip" from p- to n-type conductivity as well as enhanced thermal stability and volatility are found for fluorocarbon-functionalized sexithiophene 1 (relative to the fluorine free analogues 2 and 3). Evaporated films of 1 behave as n-type semiconductors, and can be used to fabricate thin-film transistors with field-effect mobilities as high as 0.02 cm²V^-1s^-1 - some of the highest reported to date for n-type organic semiconductors.

Original language	English (US)
Pages (from-to)	4547-4551
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	39
Issue number	24
DOIs	https://doi.org/10.1002/1521-3773(20001215)39:24<4547::AID-ANIE4547>3.0.CO;2-J
State	Published - Dec 15 2000

Keywords

Electronic devices
Oligomers
Semiconductors
Thin films
Thiophenes

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/1521-3773(20001215)39:24<4547::AID-ANIE4547>3.0.CO;2-J

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Facchetti, A., Deng, Y., Wang, A., Koide, Y., Sirringhaus, H., Marks, T. J., & Friend, R. H. (2000). Tuning the semiconducting properties of sexithiophene by α,ω-substitution - α,ω-diperfluorohexylsexithiophene: The first n-type sexithiophene for thin-film transistors. Angewandte Chemie - International Edition, 39(24), 4547-4551. https://doi.org/10.1002/1521-3773(20001215)39:24<4547::AID-ANIE4547>3.0.CO;2-J

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Facchetti, A, Deng, Y, Wang, A, Koide, Y, Sirringhaus, H, Marks, TJ & Friend, RH 2000, 'Tuning the semiconducting properties of sexithiophene by α,ω-substitution - α,ω-diperfluorohexylsexithiophene: The first n-type sexithiophene for thin-film transistors', Angewandte Chemie - International Edition, vol. 39, no. 24, pp. 4547-4551. https://doi.org/10.1002/1521-3773(20001215)39:24<4547::AID-ANIE4547>3.0.CO;2-J

Tuning the semiconducting properties of sexithiophene by α,ω-substitution - α,ω-diperfluorohexylsexithiophene : The first n-type sexithiophene for thin-film transistors. / Facchetti, Antonio; Deng, Yvonne; Wang, Anchuan et al.

In: Angewandte Chemie - International Edition, Vol. 39, No. 24, 15.12.2000, p. 4547-4551.

Research output: Contribution to journal › Article › peer-review

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T1 - Tuning the semiconducting properties of sexithiophene by α,ω-substitution - α,ω-diperfluorohexylsexithiophene

T2 - The first n-type sexithiophene for thin-film transistors

AU - Facchetti, Antonio

AU - Deng, Yvonne

AU - Wang, Anchuan

AU - Koide, Yoshihiro

AU - Sirringhaus, Henning

AU - Marks, Tobin J.

AU - Friend, Richard H.

PY - 2000/12/15

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N2 - The first substituent-induced "flip" from p- to n-type conductivity as well as enhanced thermal stability and volatility are found for fluorocarbon-functionalized sexithiophene 1 (relative to the fluorine free analogues 2 and 3). Evaporated films of 1 behave as n-type semiconductors, and can be used to fabricate thin-film transistors with field-effect mobilities as high as 0.02 cm2V-1s-1 - some of the highest reported to date for n-type organic semiconductors.

AB - The first substituent-induced "flip" from p- to n-type conductivity as well as enhanced thermal stability and volatility are found for fluorocarbon-functionalized sexithiophene 1 (relative to the fluorine free analogues 2 and 3). Evaporated films of 1 behave as n-type semiconductors, and can be used to fabricate thin-film transistors with field-effect mobilities as high as 0.02 cm2V-1s-1 - some of the highest reported to date for n-type organic semiconductors.

KW - Electronic devices

KW - Oligomers

KW - Semiconductors

KW - Thin films

KW - Thiophenes

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Facchetti A, Deng Y, Wang A, Koide Y, Sirringhaus H, Marks TJ et al. Tuning the semiconducting properties of sexithiophene by α,ω-substitution - α,ω-diperfluorohexylsexithiophene: The first n-type sexithiophene for thin-film transistors. Angewandte Chemie - International Edition. 2000 Dec 15;39(24):4547-4551. doi: 10.1002/1521-3773(20001215)39:24<4547::AID-ANIE4547>3.0.CO;2-J

Tuning the semiconducting properties of sexithiophene by α,ω-substitution - α,ω-diperfluorohexylsexithiophene: The first n-type sexithiophene for thin-film transistors

Abstract

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