Synthesis, characterization, and transistor response of tetrathia-[7]-helicene precursors and derivatives

Choongik Kim, Tobin J Marks, Antonio Facchetti, Michele Schiavo, Alberto Bossi, Stefano Maiorana, Emanuela Licandro, Francesco Todescato, Stefano Toffanin, Michele Muccini, Claudia Graiff, Antonio Tiripicchio

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

In this paper we report polycyclic, fully-conjugated, heteroaromatic compounds 1-5, two of them having a helical shape (tetrathia-[7]-helicenes 1 and 2), and explore their potential use as p-type semiconductors for organic thin-film transistors (OTFTs). Furthermore, we describe their optical absorption, emission, and electrochemical properties. In addition, the single crystal X-ray diffraction structure for compound 3 is reported. Thin films of all compounds were fabricated on several substrates at different temperatures by physical vapor deposition, and were characterized by optical spectroscopy, wide-angle X-ray diffraction, atomic force microscopy, and TFT measurements. The AFM images of compound 1 exhibit an interesting tubular morphology for films deposited at room temperature. This is the first observation of a compound with a helical shape leading to a nanowire-like morphology. In agreement with the molecular structure/morphology, only compound 4 is a p-type semiconductor with good carrier mobility.

Original languageEnglish
Pages (from-to)1511-1520
Number of pages10
JournalOrganic Electronics: physics, materials, applications
Volume10
Issue number8
DOIs
Publication statusPublished - Dec 2009

Fingerprint

Transistors
p-type semiconductors
transistors
Derivatives
synthesis
atomic force microscopy
Semiconductor materials
X ray diffraction
Carrier mobility
Physical vapor deposition
Thin film transistors
thin films
carrier mobility
Electrochemical properties
diffraction
Light absorption
Molecular structure
Nanowires
Atomic force microscopy
optical absorption

Keywords

  • Organic thin-film transistor
  • p-Type semiconductor
  • Vacuum deposition

ASJC Scopus subject areas

  • Biomaterials
  • Electronic, Optical and Magnetic Materials
  • Materials Chemistry
  • Electrical and Electronic Engineering
  • Chemistry(all)
  • Condensed Matter Physics

Cite this

Synthesis, characterization, and transistor response of tetrathia-[7]-helicene precursors and derivatives. / Kim, Choongik; Marks, Tobin J; Facchetti, Antonio; Schiavo, Michele; Bossi, Alberto; Maiorana, Stefano; Licandro, Emanuela; Todescato, Francesco; Toffanin, Stefano; Muccini, Michele; Graiff, Claudia; Tiripicchio, Antonio.

In: Organic Electronics: physics, materials, applications, Vol. 10, No. 8, 12.2009, p. 1511-1520.

Research output: Contribution to journalArticle

Kim, C, Marks, TJ, Facchetti, A, Schiavo, M, Bossi, A, Maiorana, S, Licandro, E, Todescato, F, Toffanin, S, Muccini, M, Graiff, C & Tiripicchio, A 2009, 'Synthesis, characterization, and transistor response of tetrathia-[7]-helicene precursors and derivatives', Organic Electronics: physics, materials, applications, vol. 10, no. 8, pp. 1511-1520. https://doi.org/10.1016/j.orgel.2009.08.018
Kim, Choongik ; Marks, Tobin J ; Facchetti, Antonio ; Schiavo, Michele ; Bossi, Alberto ; Maiorana, Stefano ; Licandro, Emanuela ; Todescato, Francesco ; Toffanin, Stefano ; Muccini, Michele ; Graiff, Claudia ; Tiripicchio, Antonio. / Synthesis, characterization, and transistor response of tetrathia-[7]-helicene precursors and derivatives. In: Organic Electronics: physics, materials, applications. 2009 ; Vol. 10, No. 8. pp. 1511-1520.
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