RETRACTED: Ambipolar organic devices for complementary logic

Schön, J. H.; Kloc, Ch.; Batlogg, B.

doi:10.1016/s0379-6779(00)01353-9

Cited by 18 publications

(5 citation statements)

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“…Recently, we have demonstrated that ambipolar transistor action can also be achieved in pentacene thin film devices. 11 Fig. 3͒.…”

Section: Fast Organic Electronic Circuits Based On Ambipolar Pentacenmentioning

confidence: 99%

Fast organic electronic circuits based on ambipolar pentacene field-effect transistors

Schön¹,

Kloc²

2001

Applied Physics Letters

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Inverter circuits and ring oscillators have been prepared based on the organic semiconductor pentacene. High-purity pentacene single crystals and thin films exhibit ambipolar transport properties, i.e., n- and p-channel transistor activity. This feature is very attractive for complementary logic electronic circuits, since only one organic material has to be used. Switching frequencies up to 11 MHz have been achieved for single crystal circuits. Thin film devices prepared on flexible polyimide substrates revealed delays of 0.1 μs per stage resulting in oscillation frequencies up to 900 kHz.

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“…Recently, we have demonstrated that ambipolar transistor action can also be achieved in pentacene thin film devices. 11 Fig. 3͒.…”

Section: Fast Organic Electronic Circuits Based On Ambipolar Pentacenmentioning

confidence: 99%

Fast organic electronic circuits based on ambipolar pentacene field-effect transistors

Schön¹,

Kloc²

2001

Applied Physics Letters

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“…Oligothiophenes continue to present interesting fundamental and applied research opportunities. − As part of a program directed toward material applications, − we have prepared several new terthiophenes with electron-withdrawing groups on the terminal positions. The goal was to make crystalline compounds that would be both easily oxidized and reduced.…”

Section: Introductionmentioning

confidence: 99%

Dinitro and Quinodimethane Derivatives of Terthiophene That Can Be Both Oxidized and Reduced. Crystal Structures, Spectra, and a Method for Analyzing Quinoid Contributions to Structure

et al. 2002

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Two new oligothiophenes, the dinitro compound 3',4'-dibutyl-5,5' '-dinitro-2,2':5',2' '-terthiophene (1) and the quinodimethane 3',4'-dibutyl-5,5' '-bis(dicyanomethylene)-5,5' '-dihydro-2,2':5',2' '-terthiophene (2), have been synthesized and studied with electrochemistry, UV-vis-NIR-IR spectroscopy, ESR, and X-ray crystallography. These compounds, designed to be both electron and hole carriers, show redox properties that are unusual for oligothiophenes. Cyclic voltammetry and spectroelectrochemistry demonstrated that each compound could be oxidized to a cation radical and reduced to an anion radical and dianion. The spectra of 2 and its three redox partners were analyzed in terms of a limiting structure in which the neutral 2 has orbitals corresponding to those of a substituted-terthiophene dication. Compound 1 crystallizes with the thiophene rings held in an unusual nonplanar, cisoid configuration in face-to-face pi-stacks, with a spacing between molecules of 3.65 A. The C-C bond lengths of the outer nitro-substituted rings have quinoid character. Compound 2 crystallizes with the thiophene rings in a planar, transoid configuration. The molecules are held in pi-stacks formed from pi-dimers with a spacing between molecules of 3.47 and 3.63 A. The C-C bond distances of the thiophene rings of 1 and 2 and other oligomers were analyzed by a principal component analysis. The analysis found that 93% of the structural variance resided in one principal component related to the quinoid structure of the oligothiophene moiety. The analysis reliably demonstrated a quinoid contribution to the structure of 1. This method should be applicable to understanding the structure of other conjugated molecules in which quinoid structures contribute.

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“…There are currently few organic semiconductors that function as good n-channel conductors, for example, α,ω-diperfluorohexylsexithiophene,2f naphthalenetetracarboxylic diimide,2g and copper fluorophthalocyanine;2h most organic semiconductors show only p-channel conductivity in TFTs. The development of both n- and p-channel materials is important for circuit design because it allows for a broader variety of circuit architectures …”

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confidence: 99%

A π-Stacking Terthiophene-Based Quinodimethane Is an n-Channel Conductor in a Thin Film Transistor

et al. 2002

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A terthiophene-based quinodimethane, 3',4'-dibutyl-5,5' '-bis(dicyanomethylene)-5,5' '-dihydro-2,2':5',2' '-terthiophene (1) was synthesized and crystallized. Compound 1 has a planar quinoid geometry that is stabilized by dicyanomethylene groups at each end of the molecule. In the crystal each molecule is part of a dimerized face-to-face pi-stack, with intermolecular spacings of 3.47 and 3.63 A, respectively. Cyclic voltammetry showed that 1 could be reversibly reduced and oxidized in methylene chloride solution. Thin film transistors (TFTs) were prepared by vacuum evaporation of 1 onto SiO2(300 nm)/Si substrates, followed by evaporation of Ag source and drain contacts. The doped Si substrate served as the gate electrode. X-ray diffraction and atomic force microscopy indicate the films are polycrystalline, with the long axes of the molecules approximately perpendicular to the substrate. The TFT measurements revealed n-channel conduction in films of 1, with room-temperature electron field effect mobilities as high as 0.005 cm2/Vs. The butyl side chains give 1 appreciable solubility in a range of common solvents, and preliminary TFT results on films cast from chlorobenzene show electron mobility as high as 0.002 cm2/Vs. These results indicate that pi-stacked quinoidal thiophene oligomers are a promising new class of soluble n-channel organic semiconductors.

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RETRACTED: Ambipolar organic devices for complementary logic

Cited by 18 publications

References 0 publications

Fast organic electronic circuits based on ambipolar pentacene field-effect transistors

Fast organic electronic circuits based on ambipolar pentacene field-effect transistors

Dinitro and Quinodimethane Derivatives of Terthiophene That Can Be Both Oxidized and Reduced. Crystal Structures, Spectra, and a Method for Analyzing Quinoid Contributions to Structure

A π-Stacking Terthiophene-Based Quinodimethane Is an n-Channel Conductor in a Thin Film Transistor

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