scholarly journals Approaching isotropic charge transport of n-type organic semiconductors with bulky substituents

2021 ◽  
Vol 4 (1) ◽  
Author(s):  
Craig P. Yu ◽  
Naoya Kojima ◽  
Shohei Kumagai ◽  
Tadanori Kurosawa ◽  
Hiroyuki Ishii ◽  
...  
Keyword(s):  
Charge Transport ◽  
Organic Semiconductors ◽  
Field Effect Transistors ◽  
Molecular Assembly ◽  
Fine Tuning ◽  
Organic Field Effect Transistors ◽  
Design And Synthesis ◽  
Semiconducting Properties ◽  
Transfer Integrals ◽  
The Difference

AbstractBenzo[de]isoquinolino[1,8-gh]quinolinetetracarboxylic diimide (BQQDI) is an n-type organic semiconductor that has shown unique multi-fold intermolecular hydrogen-bonding interactions, leading to aggregated structures with excellent charge transports and electron mobility properties. However, the strong intermolecular anchoring of BQQDI presents challenges for fine-tuning the molecular assembly and improving the semiconducting properties. Herein, we report the design and synthesis of two BQQDI derivatives with phenyl- and cyclohexyl substituents (Ph–BQQDI and Cy6–BQQDI), where the two organic semiconductors show distinct molecular assemblies and degrees of intermolecular orbital overlaps. In addition, the difference in their packing motifs leads to strikingly different band structures that give rise to contrasting charge-transport capabilities. More specifically, Cy6–BQQDI bearing bulky substituents exhibits isotropic intermolecular orbital overlaps resulting in equal averaged transfer integrals in both π-π stacking directions, even when dynamic disorders are taken into account; whereas Ph–BQQDI exhibits anisotropic averaged transfer integrals in these directions. As a result, Cy6–BQQDI shows excellent device performances in both single-crystalline and polycrystalline thin-film organic field-effect transistors up to 2.3 and 1.0 cm2 V−1 s−1, respectively.

scholarly journals Controlling Molecular Assembly and Charge Transport of N-Type Organic Semiconductors with Sterically Demanding Substituents

2020 ◽  
Author(s):  
Craig Yu ◽  
Naoya Kojima ◽  
Shohei Kumagai ◽  
Tadanori Kurosawa ◽  
Hiroyuki Ishii ◽  
...  
Keyword(s):  
Charge Transport ◽  
Organic Semiconductors ◽  
Field Effect Transistors ◽  
Molecular Assembly ◽  
Fine Tuning ◽  
Organic Field Effect Transistors ◽  
Molecular Assemblies ◽  
Design And Synthesis ◽  
Sterically Demanding ◽  
The Difference

Abstract Benzo[de]isoquinolino[1,8-gh]quinolinetetracarboxylic diimide (BQQDI) n-type organic semiconductors demonstrate unique multi-fold intermolecular hydrogen-bonding interactions that lead to excellent aggregated structures, charge transports, and electron mobility. However, the robust intermolecular anchoring of BQQDI presents challenges for further fine-tuning molecular assemblies and organic semiconductor properties. Herein, we report the design and synthesis of two BQQDI derivatives with sterically demanding phenyl- and cyclohexyl-substituted BQQDI (Ph–BQQDI and Cy6–BQQDI), where the two organic semiconductors show distinct molecular assemblies and degrees of intermolecular orbital overlaps. In addition, the difference in their packing motifs led to strikingly different band structures that give rise to contrasting charge-transport capabilities. As a result, Cy6–BQQDI shows excellent transistor performances in both single-crystalline and polycrystalline thin-film organic field-effect transistors.

scholarly journals Ladder-type bithiophene imide-based organic semiconductors: understanding charge transport mechanisms in organic field effect transistors

2020 ◽  
Vol 8 (44) ◽  
pp. 15759-15770
Author(s):  
Alexandra Harbuzaru ◽  
Iratxe Arrechea-Marcos ◽  
Alberto D. Scaccabarozzi ◽  
Yingfeng Wang ◽  
Xugang Guo ◽  
...  
Keyword(s):  
Charge Transport ◽  
Chain Length ◽  
Organic Semiconductors ◽  
Field Effect ◽  
Field Effect Transistors ◽  
Transport Mechanisms ◽  
Organic Field Effect Transistors

Different charge transport mechanisms at the device interface are found for a series of ladder-type semiconductors with increasing chain length.

scholarly journals Syntheses of dibenzo[d,d']benzo[2,1-b:3,4-b']difuran derivatives and their application to organic field-effect transistors

2016 ◽  
Vol 12 ◽  
pp. 805-812 ◽  
Author(s):  
Minh Anh Truong ◽  
Koji Nakano
Keyword(s):  
Cyclic Voltammetry ◽  
Electrochemical Properties ◽  
Organic Semiconductors ◽  
Field Effect ◽  
Field Effect Transistors ◽  
Photoluminescence Spectroscopy ◽  
Organic Field Effect Transistors ◽  
Semiconducting Properties ◽  
P Type ◽  
Conjugated Compounds

Ladder-type π-conjugated compounds containing a benzo[2,1-b:3,4-b']difuran skeleton, such as dibenzo[d,d']benzo[2,1-b:3,4-b']difuran (syn-DBBDF) and dinaphtho[2,3-d:2',3'-d']benzo[2,1-b:3,4-b']difuran (syn-DNBDF) were synthesized. Their photophysical and electrochemical properties were revealed by UV–vis absorption and photoluminescence spectroscopy and cyclic voltammetry. Organic field-effect transistors (OFETs) were fabricated with these compounds as organic semiconductors, and their semiconducting properties were evaluated. OFETs with syn-DBBDF and syn-DNBDF showed typical p-type characteristics with hole mobilities of <1.5 × 10−3 cm2·V−1·s−1 and <1.0 × 10−1 cm2·V−1·s−1, respectively.

Theoretical Approach for the Development of Organic Semiconductors on the Basis of the MO Symmetry: Thienoacene as an Example

2012 ◽  
Vol 1436 ◽  
Author(s):  
Hirotaka Kojima ◽  
Takehiko Mori
Keyword(s):  
Organic Semiconductors ◽  
Field Effect ◽  
Field Effect Transistors ◽  
Theoretical Calculations ◽  
Energy Levels ◽  
Two Dimensional ◽  
Organic Field Effect Transistors ◽  
Transfer Integrals ◽  
Reorganization Energies ◽  
Herringbone Structure

ABSTRACTWe have explored materials for organic field-effect transistors (OFETs) from the viewpoint of theoretical calculations. The herringbone structure, which realizes two-dimensional conduction, is investigated in detail. Transfer integrals (t) are calculated systematically as a function of the dihedral angle between the molecular planes (θ) and the displacement along the molecular long axis (D). Acenes, oligothiophenes, thienoacenes and tetrathiafulvalenes are investigated, and are discussed from the molecular orbital (MO) symmetry. Thienoacenes (nTAs) are particularly examined as a candidate of OFET materials from the calculations of transfer integrals and reorganization energies (λ) based on the energy levels and the MO symmetry. LUMO of nTAs have MO symmetry suitable for conduction, but these orbitals are usually not related to the conduction. We have investigated the electronic properties of the derivatives with dicarboximide moiety. nTA-tetracarboxydiimide is expected to show the herringbone structure and exhibit n-type transport from the properties of LUMO.

Design and Synthesis of Two-Dimensional Covalent Organic Frameworks with Four-Arm Cores: Prediction of Remarkable Ambipolar Charge-Transport Properties

2019 ◽  
Author(s):  
Simil Thomas ◽  
Hong Li ◽  
Raghunath R. Dasari ◽  
Austin Evans ◽  
William Dichtel ◽  
...  
Keyword(s):  
Charge Transport ◽  
Organic Semiconductors ◽  
Density Functional ◽  
Polymer Networks ◽  
Two Dimensional ◽  
Covalent Organic Frameworks ◽  
X Ray Diffraction ◽  
Zinc Porphyrin ◽  
Design And Synthesis ◽  
Predicted Values

<p>We have considered three two-dimensional (2D) π-conjugated polymer networks (i.e., covalent organic frameworks, COFs) materials based on pyrene, porphyrin, and zinc-porphyrin cores connected <i>via</i> diacetylenic linkers. Their electronic structures, investigated at the density functional theory global-hybrid level, are indicative of valence and conduction bands that have large widths, ranging between 1 and 2 eV. Using a molecular approach to derive the electronic couplings between adjacent core units and the electron-vibration couplings, the three π-conjugated 2D COFs are predicted to have ambipolar charge-transport characteristics with electron and hole mobilities in the range of 65-95 cm<sup>2</sup>V<sup>-1</sup>s<sup>-1</sup>. Such predicted values rank these 2D COFs among the highest-mobility organic semiconductors. In addition, we have synthesized the zinc-porphyrin based 2D COF and carried out structural characterization via powder X-ray diffraction and surface area analysis, which demonstrates the feasability of these electroactive networks.</p>

Balanced Ambipolar Charge Transport in Phenacene/Perylene Heterojunction-Based Organic Field-Effect Transistors

2021 ◽  
Vol 13 (7) ◽  
pp. 8631-8642
Author(s):  
Tomoya Taguchi ◽  
Fabio Chiarella ◽  
Mario Barra ◽  
Federico Chianese ◽  
Yoshihiro Kubozono ◽  
...  
Keyword(s):  
Charge Transport ◽  
Field Effect ◽  
Field Effect Transistors ◽  
Organic Field Effect Transistors

On Razors Edge: Influence of the Source Insulator Edge on the Charge Transport of Vertical Organic Field Effect Transistors

MRS Advances ◽  
2017 ◽  
Vol 2 (23) ◽  
pp. 1249-1257 ◽  
Author(s):  
F. Michael Sawatzki ◽  
Alrun A. Hauke ◽  
Duy Hai Doan ◽  
Peter Formanek ◽  
Daniel Kasemann ◽  
...  
Keyword(s):  
Charge Transport ◽  
Organic Semiconductors ◽  
Organic Solar Cells ◽  
Field Effect ◽  
Field Effect Transistor ◽  
Field Effect Transistors ◽  
Electrical Power ◽  
Strong Impact ◽  
Organic Field Effect Transistor ◽  
Effect Transistor

ABSTRACTTo benefit from the many advantages of organic semiconductors like flexibility, transparency, and small thickness, electronic devices should be entirely made from organic materials. This means, additionally to organic LEDs, organic solar cells, and organic sensors, we need organic transistors to amplify, process, and control signals and electrical power. The standard lateral organic field effect transistor (OFET) does not offer the necessary performance for many of these applications. One promising candidate for solving this problem is the vertical organic field effect transistor (VOFET). In addition to the altered structure of the electrodes, the VOFET has one additional part compared to the OFET – the source-insulator. However, the influence of the used material, the size, and geometry of this insulator on the behavior of the transistor has not yet been examined. We investigate key-parameters of the VOFET with different source insulator materials and geometries. We also present transmission electron microscopy (TEM) images of the edge area. Additionally, we investigate the charge transport in such devices using drift-diffusion simulations and the concept of a vertical organic light emitting transistor (VOLET). The VOLET is a VOFET with an embedded OLED. It allows the tracking of the local current density by measuring the light intensity distribution.We show that the insulator material and thickness only have a small influence on the performance, while there is a strong impact by the insulator geometry – mainly the overlap of the insulator into the channel. By tuning this overlap, on/off-ratios of 9x105 without contact doping are possible.

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