Thin Film Transistors Based on Alkylphenyl Quaterthiophenes:  Structure and Electrical Transport Properties

Fritz, Sandra E.; Mohapatra, Siddharth; Holmes, Brian T.; Anderson, Amelia M.; Prendergast, Cathal F.; Frisbie, C. Daniel; Ward, Michael D.; Toney, Michael F.

doi:10.1021/cm062831v

Cited by 23 publications

(8 citation statements)

References 62 publications

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“…The large conductance enhancement reveals that the DQI effects will occur in the most probable configuration as the planar conjugation is enlarged, which is consistent with previous organic thin-film transistor studies with thiophene derivatives showing the high conjugation degree leads to better field-effect response and carrier mobilities. − We further investigated the conductance evolution of the linear-chain structural TPCOs with different thiophene numbers and found that the conductance enhancement among them is negligible (Figure S11). Similar results have also been found in the thin-film transistors, , suggesting that the chain length of thiophene units has little effect on the intrinsic field-effect response of the π-stacked TPCOs at the single-molecule level.…”

Section: Resultssupporting

confidence: 80%

Supramolecular Transistors with Quantum Interference Effect

Li,

Zheng,

Zhou

et al. 2023

J. Am. Chem. Soc.

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The charge transport through supramolecular junctions exhibits unique quantum interference (QI) effects, which provide an opportunity for the design of supramolecular transistors. Benefiting from the configuration dependence of QI, configuration control of the supramolecular assemblies to demonstrate the QI features is a key but challenging step. In this work, we fabricated the supramolecular transistors and investigated the charge transport through the conducting channel of the individual π-stacked thiophene/phenylene co-oligomers (TPCOs) using the electrochemically gated scanning tunneling microscope break junction technique. We controlled the configuration of the supramolecular channel and switched the QI features between the anti-resonance and resonance states of the supramolecular channels. We observed the supramolecular transistor with its on/off ratio above 10 3 (∼1300), a high gating efficiency of ∼165 mV/dec, a low off-state leakage current of ∼30 pA, and the channel length scaled down to <2.0 nm. Density functional theory calculations suggested that the QI features in π-stacked TPCOs vary depending on the supramolecular architecture and can be manipulated efficiently by fine-tuning the supramolecular configurations. This work reveals the potential of the supramolecular channels for molecular electronics and provides a fundamental understanding of intermolecular charge transport.

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Section: Resultssupporting

confidence: 80%

Supramolecular Transistors with Quantum Interference Effect

Li,

Zheng,

Zhou

et al. 2023

J. Am. Chem. Soc.

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“…Frisbie et al prepared a series of alkylphenyl-substituted oligothiophenes 2.57e−g by Stille-type reaction of 2-bromo-5-(4-alkylphenyl)thiophene and corresponding distannylated moieties. , All compounds showed p-type transport character and hole mobilities in the range of 0.03 cm 2 V −1 s −1 and improved I on / I off ratios approaching a record 10 9 for 2.57f ( n = 2) at room temperature. These findings revealed that increasing alkyl chains do not improve the molecular ordering; however, the addition of phenyl groups greatly improves the on/off ratio in OFETs.…”

Section: Functionalized Linear Oligothiophenesmentioning

confidence: 99%

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

2009

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Amaresh Mishra (right) received his Ph.D. degree in 2000 from the Sambalpur University, India, under the coguidance of Prof. G. B. Behera and Prof. R. K. Behera, working on dye-surfactant interactions in microheterogeneous media. He started his postdoctoral research career in 1999 at the University of South Florida, Tampa, and subsequently at the University of Akron, Ohio, working with Prof. G. R. Newkome, where he gained knowledge in the area of supramolecular and dendrimer chemistry. Later, he joined the Tata Institute of Fundamental Research, Mumbai, in 2002 as a Visiting Fellow working with Prof. N. Periasamy, where he was involved in the synthesis and photophysical studies of organic light emitting materials. In 2005, he joined in the group of Prof. Peter Ba ¨uerle, University of Ulm, Germany, as an Alexander von Humboldt Fellow. His present research interests are centered on chemistry of functional oligothiophenes, donor-acceptor-based conjugated dyes, and metal complexes toward applications in solar energy conversion and molecular electronic and photonic devices. Chang-Qi Ma (left) received his bachelor's degree in chemistry from Beijing Normal University in 1998. In 2003 he obtained his Ph.D. degree at the Technical Institute of Physics and Chemistry, Chinese Academy of Sciences in Beijing with Professor B.-W. Zhang. After that he was a postdoctoral research assistant at Heriot-Watt University in Edinburgh, U.K., with Dr. G. Cooke, until he joined the research group of Prof. P. Ba ¨uerle at the University of Ulm in 2004 as an Alexander von Humboldt fellow, where he is currently a research associate. His main research interests focus on the design and synthesis of novel π-conjugated organic materials for the application in organic electronics, e.g. organic solar cells.Peter Ba ¨uerle (center) received his Ph.D. in organic chemistry from University of Stuttgart (Germany, 1985) working with Prof. F. Effenberger. After a postdoctoral year at MIT, Boston, Massachusetts, in the group of Prof. M. S. Wrighton, he carried out independent research at the University of Stuttgart and received his habilitation (1994). After being Professor of Organic Chemistry at the University of Wu ¨rzburg (Germany, 1994-95), he became Director of the Institute for Organic Chemistry II and Advanced Materials at the University of Ulm (Germany, since 1996). Current research interests of the group include development of novel organic semiconducting and conducting materials, in particular, conjugated poly-and oligothiophenes. Synthetic strategies and new reactions for their functionalization, structure-property relationships, self-assembling properties, and applications in electronic devices, in particular organic solar cells, are investigated. Results have been published in about 200 peer-reviewed scientific papers, 3 book chapters, and 7 patents. For his work in the field of plastic electronics he was awarded with the Rene ´Descartes Prize of the European Union (2000). Guest Professorships at the University of Osaka (Japan, 2002), U...

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“…However, at the same time it dramatically reduces the molecule’s solubility, limiting its potential for application in solution processable large area electronics. Only a few examples of oligomers with six or more conjugated thiophene rings with sufficient solubility are described in the literature. , Thus, the search for a reasonable compromise between the electronic properties and the ease of processing is very important. − …”

mentioning

confidence: 99%

Easily Processable Highly Ordered Langmuir-Blodgett Films of Quaterthiophene Disiloxane Dimer for Monolayer Organic Field-Effect Transistors

et al. 2014

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Self-assembly of highly soluble water-stable tetramethyldisiloxane-based dimer of α,α'-dialkylquaterthiophene on the water-air interface was investigated by Langmuir, grazing incidence X-ray diffraction, and X-ray reflectivity techniques. The conditions for formation of very homogeneous crystalline monolayer Langmuir-Blodgett (LB) films of the oligomer were found. Monolayer organic field-effect transistors (OFETs) based on these LB films as a semiconducting layer showed hole mobilities up to 3 × 10(-3) cm(2)/(V s), on-off ratio of 10(5), small hysteresis, and high long-term stability. The electrical performance of the LB films studied is close to that for the same material in the bulk or in the monolayer OFETs prepared from water vapor sensitive chlorosilyl derivatives of quaterthiophene by self-assembling from solution. These findings show high potential of disiloxane-based LB films in monolayer OFETs for large-area organic electronics.

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Thin Film Transistors Based on Alkylphenyl Quaterthiophenes: Structure and Electrical Transport Properties

Cited by 23 publications

References 62 publications

Supramolecular Transistors with Quantum Interference Effect

Supramolecular Transistors with Quantum Interference Effect

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

Easily Processable Highly Ordered Langmuir-Blodgett Films of Quaterthiophene Disiloxane Dimer for Monolayer Organic Field-Effect Transistors

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