Materials for n-type organic electronics. Synthesis and properties of fluoroarene-thiophene semiconductors

Antonio Facchetti; Myung Han Yoon; Howard E. Katz; Tobin J. Marks

doi:10.1117/12.505597

Materials for n-type organic electronics. Synthesis and properties of fluoroarene-thiophene semiconductors

Antonio Facchetti, Myung Han Yoon, Howard E. Katz, Tobin J. Marks

Northwestern University

Research output: Contribution to journal › Conference article › peer-review

2 Citations (Scopus)

Abstract

Recent progress in the field of organic electronics is due to a fruitful combination of both innovative molecular design and promising low-cost materials/device assembly. Targeting the first strategy, we present here the general synthesis of a new class of fluoroarene-containing thiophene-based semiconductors and the study of their properties with respect to the corresponding fluorine-free hole-transporting analogues. The new compounds have been characterized by elemental analysis, mass spectrometry, and ¹H- and ¹⁹F NMR. The dramatic influence of fluorine substitution and molecular architecture has been investigated by solution/film optical absorption, fluorescence emission, and cyclic voltammetry. Single crystal data for all of the oligomers have been obtained and will be presented. The film microstructure and morphology of this new class of materials have been studied by XRD and SEM. Particular emphasis will be placed on solution-processable oligomers and polymers.

Original language	English
Pages (from-to)	55-62
Number of pages	8
Journal	Proceedings of SPIE - The International Society for Optical Engineering
Volume	5217
DOIs	https://doi.org/10.1117/12.505597
Publication status	Published - Dec 1 2003
Event	Organic Field Effect Transistors II - San Diego, CA, United States Duration: Aug 3 2003 → Aug 4 2003

Keywords

FET
Fluorine
N-type
Organic semiconductor
Thiophene

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Condensed Matter Physics
Computer Science Applications
Applied Mathematics
Electrical and Electronic Engineering

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abstract = "Recent progress in the field of organic electronics is due to a fruitful combination of both innovative molecular design and promising low-cost materials/device assembly. Targeting the first strategy, we present here the general synthesis of a new class of fluoroarene-containing thiophene-based semiconductors and the study of their properties with respect to the corresponding fluorine-free hole-transporting analogues. The new compounds have been characterized by elemental analysis, mass spectrometry, and 1H- and 19F NMR. The dramatic influence of fluorine substitution and molecular architecture has been investigated by solution/film optical absorption, fluorescence emission, and cyclic voltammetry. Single crystal data for all of the oligomers have been obtained and will be presented. The film microstructure and morphology of this new class of materials have been studied by XRD and SEM. Particular emphasis will be placed on solution-processable oligomers and polymers.",

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author = "Antonio Facchetti and Yoon, {Myung Han} and Katz, {Howard E.} and Marks, {Tobin J.}",

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T1 - Materials for n-type organic electronics. Synthesis and properties of fluoroarene-thiophene semiconductors

AU - Facchetti, Antonio

AU - Yoon, Myung Han

AU - Katz, Howard E.

AU - Marks, Tobin J.

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Y1 - 2003/12/1

N2 - Recent progress in the field of organic electronics is due to a fruitful combination of both innovative molecular design and promising low-cost materials/device assembly. Targeting the first strategy, we present here the general synthesis of a new class of fluoroarene-containing thiophene-based semiconductors and the study of their properties with respect to the corresponding fluorine-free hole-transporting analogues. The new compounds have been characterized by elemental analysis, mass spectrometry, and 1H- and 19F NMR. The dramatic influence of fluorine substitution and molecular architecture has been investigated by solution/film optical absorption, fluorescence emission, and cyclic voltammetry. Single crystal data for all of the oligomers have been obtained and will be presented. The film microstructure and morphology of this new class of materials have been studied by XRD and SEM. Particular emphasis will be placed on solution-processable oligomers and polymers.

AB - Recent progress in the field of organic electronics is due to a fruitful combination of both innovative molecular design and promising low-cost materials/device assembly. Targeting the first strategy, we present here the general synthesis of a new class of fluoroarene-containing thiophene-based semiconductors and the study of their properties with respect to the corresponding fluorine-free hole-transporting analogues. The new compounds have been characterized by elemental analysis, mass spectrometry, and 1H- and 19F NMR. The dramatic influence of fluorine substitution and molecular architecture has been investigated by solution/film optical absorption, fluorescence emission, and cyclic voltammetry. Single crystal data for all of the oligomers have been obtained and will be presented. The film microstructure and morphology of this new class of materials have been studied by XRD and SEM. Particular emphasis will be placed on solution-processable oligomers and polymers.

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