Mobility study of a new naphthalenetetracarboxylic diimide derivative

Yang, Da Seul; Shrestha, R.P.; Li, Y. X.; Yan, Luke; Irene, E. A.

doi:10.1116/1.2366611

Cited by 4 publications

(1 citation statement)

References 27 publications

(29 reference statements)

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“…This last property is technologically advantageous because it makes possible the fabrication of organic FETs in which, apart from the evaporation of source and drain electrodes, all other depositions are made by spin-coating or printing techniques. Arylene bisimide-based, all-organic transistors, that is, transistors with an organic semiconductor and an organic gate dielectric, prepared by solution processing, are still scarce, ,, but their importance increases due to the technological simplicity of their fabrication. Finally, it should be noted that some of the fabricated transistors reach the state of the art for all organic FETs prepared by solution processing.…”

Section: Resultsmentioning

confidence: 99%

Effect of N-Substituents on Redox, Optical, and Electronic Properties of Naphthalene Bisimides Used for Field-Effect Transistors Fabrication

et al. 2010

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Three groups of naphthalene bisimides were synthesized and comparatively studied, namely, alkyl bisimides, alkylaryl ones, and novel bisimides containing the alkylthienyl moiety in the N-substituent. The experimental absorption spectra measured in CHCl(3) exhibit one intensive absorption band that is uniformly detected in the spectral range of 340 to 400 nm for all studied molecules. This band consists of three or four vibronic peaks. The introduction of an alkylthienyl group results in the appearance of an additional band (in the spectral range from 282 to 326 nm, depending on the position of the substituent) that can be ascribed to the pi-pi* transition in the thienyl chromophore. The minimal substituent effect on the lowest electronic transitions was explained using the quantum chemical calculations based on the time-dependent density functional theory. The investigation of the shapes of frontier orbitals have also shown that the oxidation of bisimides containing thiophene moiety is primary connected with the electron abstraction from the thienyl ring. To the contrary, the addition of an electron in the reduction process leads to an increase in the electron density in the central bisimide core. As shown by the electrochemical measurements, the onset of the first reduction potential (so-called "electrochemically determined LUMO level") is sensitive toward the type of the substituent being shifted from about -3.72 eV for bisimides with alkyl substituents to about -3.83 eV for alkylaryl ones and to about -3.94 eV for bisimides with thienyl groups. The presence of the thienyl ring also lowers the energy difference between the HOMO and LUMO orbitals. These experimental data can be well correlated with the DFT calculations in terms of HOMO/LUMO shapes and energies. Taking into account the low position of their LUMO level and their highly ordered supramolecular organization, the new bisimides are good candidates for the use in n-channel field effect transistors, operating in air. The fabricated "all organic" transistors show effective charge carrier mobilities in the range 10(-2) to 10(-4) cm(2) V(-1) s(-1) and the ON/OFF ratios exceed 10(5) for the majority of cases.

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Section: Resultsmentioning

confidence: 99%

Effect of N-Substituents on Redox, Optical, and Electronic Properties of Naphthalene Bisimides Used for Field-Effect Transistors Fabrication

et al. 2010

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Solution processible naphthalene and perylene bisimides: Synthesis, electrochemical characterization and application to organic field effect transistors (OFETs) fabrication

et al. 2009

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Electroactive materials for organic electronics: preparation strategies, structural aspects and characterization techniques

et al. 2010

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This critical review discusses specific chemical and physicochemical requirements which must be met for organic compounds to be considered as promising materials for applications in organic electronics. Although emphasis is put on molecules and macromolecules suitable for fabrication of field effect transistors (FETs), a large fraction of the discussed compounds can also be applied in other organic or hybrid (organic-inorganic) electronic devices such as photodiodes, light emitting diodes, photovoltaic cells, etc. It should be of interest to chemists, physicists, material scientists and electrical engineers working in the domain of organic electronics (423 references).

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Mobility study of a new naphthalenetetracarboxylic diimide derivative

Cited by 4 publications

References 27 publications

Effect of N-Substituents on Redox, Optical, and Electronic Properties of Naphthalene Bisimides Used for Field-Effect Transistors Fabrication

Effect of N-Substituents on Redox, Optical, and Electronic Properties of Naphthalene Bisimides Used for Field-Effect Transistors Fabrication

Solution processible naphthalene and perylene bisimides: Synthesis, electrochemical characterization and application to organic field effect transistors (OFETs) fabrication

Electroactive materials for organic electronics: preparation strategies, structural aspects and characterization techniques

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