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 language | English |
|---|---|
| Pages (from-to) | 1511-1520 |
| Number of pages | 10 |
| Journal | Organic Electronics: physics, materials, applications |
| Volume | 10 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - Dec 2009 |
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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 journal › Article
}
TY - JOUR
T1 - Synthesis, characterization, and transistor response of tetrathia-[7]-helicene precursors and derivatives
AU - Kim, Choongik
AU - Marks, Tobin J
AU - Facchetti, Antonio
AU - Schiavo, Michele
AU - Bossi, Alberto
AU - Maiorana, Stefano
AU - Licandro, Emanuela
AU - Todescato, Francesco
AU - Toffanin, Stefano
AU - Muccini, Michele
AU - Graiff, Claudia
AU - Tiripicchio, Antonio
PY - 2009/12
Y1 - 2009/12
N2 - 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.
AB - 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.
KW - Organic thin-film transistor
KW - p-Type semiconductor
KW - Vacuum deposition
UR - http://www.scopus.com/inward/record.url?scp=71849109376&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=71849109376&partnerID=8YFLogxK
U2 - 10.1016/j.orgel.2009.08.018
DO - 10.1016/j.orgel.2009.08.018
M3 - Article
AN - SCOPUS:71849109376
VL - 10
SP - 1511
EP - 1520
JO - Organic Electronics
JF - Organic Electronics
SN - 1566-1199
IS - 8
ER -