Organic single crystals of cyano-substituted <i>p</i>-phenylene vinylene derivatives as transistors with low surface trap density

Deng, Jian; Wan, Yuejuan; Cai, Chang Qing; Gu, Cheng; Ma, Yuguang

doi:10.1039/d0cc06552h

Cited by 8 publications

(4 citation statements)

References 33 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Organic single crystals with cofacial stacking are much less reported. Among crystals with cofacial arrangements, the hole mobilities of 3,7‐bis(( E )‐1‐(2‐ethylhexyl)‐5,7‐difluoro‐2‐oxoindolin‐3‐ylidene)‐3,7‐dihydrobenzo[1,2‐b:4,5‐b′]difuran‐2,6‐dione (F 4 ‐BDOPV) [42] and (2Z,2′Z)‐2,2′‐(1,4‐phenylene)bis(3‐(thiophen‐3‐yl)acrylonitrile) (α‐PBTA) [43] reached 12.6 and 2.7 cm 2 V −1 s −1 , respectively (Table S4). Compared with the above crystal packing modes and their benchmark carrier mobilities, our system compares favorably with previously reported cofacial single crystals.…”

Section: Resultsmentioning

confidence: 99%

Electrochemical Deposition of a Single‐Crystalline Nanorod Polycyclic Aromatic Hydrocarbon Film with Efficient Charge and Exciton Transport

Zeng

Zheng

et al. 2022

Angewandte Chemie

Self Cite

View full text Add to dashboard Cite

Electrochemical deposition has emerged as an efficient technique for preparing conjugated polymer films on electrodes. However, this method encounters difficulties in synthesizing crystalline products and controlling their orientation on electrodes. Here we report electrochemical film deposition of a large polycyclic aromatic hydrocarbon. The film is composed of single‐crystalline nanorods, in which the molecules adopt a cofacial stacking arrangement along the π–π direction. Film thickness and crystal size can be controlled by electrochemical conditions such as scan rate and electrolyte species, while the choice of anode material determines crystal orientation. The film supports exceptionally efficient migration of both free carriers and excitons: the free carrier mobility reaches over 30 cm2 V−1 s−1, whereas the excitons are delocalized with a low binding energy of 118.5 meV and a remarkable exciton diffusion length of 45 nm.

show abstract

Section: Resultsmentioning

confidence: 99%

Electrochemical Deposition of a Single‐Crystalline Nanorod Polycyclic Aromatic Hydrocarbon Film with Efficient Charge and Exciton Transport

Zeng

Zheng

et al. 2022

Angewandte Chemie

Self Cite

View full text Add to dashboard Cite

show abstract

“…The authors systematically investigated the defect density of NBTA single crystals, and the number of defects in NBTA single crystals was calculated as 1/9.22 × 10 3 . [ 103 ] The authors concluded that the stronger the intermolecular interaction forces, the lower the number of intrinsic defects produced and, thus, the better the device performance. Subsequently, the Ca and Au electrodes were evaporated on each end of the crystal using a stepwise method.…”

Section: Advances On Ossclet Devicesmentioning

confidence: 99%

Organic Semiconductor Single‐Crystal Light‐Emitting Transistors

Qin

Gao

Dong

et al. 2022

Advanced Optical Materials

View full text Add to dashboard Cite

The ORCID identification number(s) for the author(s) of this article can be found under https://doi.org/10.1002/adom.202201644. devices, which have been initially developed in recent years. OLETs combine the current amplification function of organic field-effect transistors (OFETs) with the electroluminescence properties of organic light-emitting diodes (OLEDs). [4][5][6][7][8][9][10] The unique operating mechanism of OLETs makes them widely recognized as one of the ideal key components for the development of next-generation transformative display technologies and the realization of organic electrically pumped lasers. In particular, the electroluminescence of unencapsulated OLETs can be directly observed in real time, which provides an ideal platform for gaining insight into the device physics of charge injection, charge transport, and carrier recombination.Since Hepp et al. [11] reported the first OLET device with an active layer of tetracene (Tc) film in 2003, OLETs have garnered increasing attention from academia and industry. Currently, the development of OLETs is slow, and device efficiency, particularly for single-component devices, is generally low. [12][13][14] The external quantum efficiency (EQE) values of single-component OLETs devices are mostly below 1%. One of the main reasons for the low EQE of OLETs is the lack of highperformance active material. Field-effect modulation and electroluminescence functions are integrated into OLET devices simultaneously; therefore, the active materials of OLETs must possess both high carrier transport and strong luminescence properties. However, these two properties are difficult to realize simultaneously in one molecule because they require contradictory molecular structures and molecular stacking. [15][16][17][18][19][20] Encouragingly, owing to the efforts devoted in recent years, significant breakthroughs have been achieved in the design and synthesis of high-mobility emissive materials. A series of high-mobility emissive material systems have been developed, which provide rich alternatives for the construction of high-efficiency OLET devices. [21][22][23][24][25][26][27][28] Currently, research on OLETs mainly focuses on the development of active materials, optimization of device structures, and characterization of operating properties. The active layers for OLET devices include solution-processed films, thermally evaporated films, and organic semiconductor single crystals. Some excellent reviews have summarized the advanced progress of OLET devices in terms of materials, device structure, display functions, and operating characteristics, [12,[29][30][31] but reviews focusing on single-crystal light-emitting transistors are currently scarce. Long-range ordered organic semiconductor single

show abstract

“…Organic π-conjugated molecules have been actively studied in recent decades due to their advantages over inorganic materials, such as lightweight, flexibility, and low cost. Among them, distyrylbenzene (DSB in Figure a) and its derivatives have been reported to have many applications because of their easy synthesis − and the possibility of introducing many functional groups. − Distyrylbenzene, which can be regarded as an oligomer model of poly( para -phenylenevinylene), has been studied to understand the correlation between its molecular structure and physical properties . Many reports have been published on distyrylbenzene derivatives with electron-withdrawing groups such as cyano, trifluoromethyl, and trifluoromethanesulfonyl groups at the vinyl position in the fields of fluorescence molecules, organic field effect transistors, and bioimaging (Figure b). − Although many studies have been conducted on distyrylbenzene derivatives with various substituents at the vinyl position including a difluorovinylene derivative due to their unique properties, there are no reports on physical properties and functionalities of distyrylbenzene derivatives with a single fluorine substituent, a sterically small electron-withdrawing group, at the vinyl position.…”

mentioning

confidence: 99%

Synthesis, Structures, and Aggregation-Induced Emission Properties of Distyrylbenzene Derivatives Containing Fluorine Groups

Furusho,

Shida,

Hifumi

et al. 2023

J. Org. Chem.

View full text Add to dashboard Cite

Distyrylbenzene derivatives with substituents on the vinylene moieties have been studied due to interest in their optoelectronic properties. In this study, we focused on distyrylbenzene derivatives with monofluoroolefin structures, expecting intermolecular H–F interactions in the solid state. UV–vis and fluorescence spectra of the obtained compounds were measured and compared with those of unsubstituted distyrylbenzene. The crystal structures of each compound were determined by single crystal X-ray diffraction and Hirshfeld surface analysis to understand the intermolecular contacts.

show abstract

Organic single crystals of cyano-substituted p-phenylene vinylene derivatives as transistors with low surface trap density

Abstract: We report the preparation of two high-quality lamellar crystals of cayno-substituted p-phenylene vinylene derivatives and the fabrication of their transistors. The transistors were demonstrated hysteresis-free, low subthreshold swing of 0.10...

Cited by 8 publications

References 33 publications

Electrochemical Deposition of a Single‐Crystalline Nanorod Polycyclic Aromatic Hydrocarbon Film with Efficient Charge and Exciton Transport

Electrochemical Deposition of a Single‐Crystalline Nanorod Polycyclic Aromatic Hydrocarbon Film with Efficient Charge and Exciton Transport

Organic Semiconductor Single‐Crystal Light‐Emitting Transistors

Synthesis, Structures, and Aggregation-Induced Emission Properties of Distyrylbenzene Derivatives Containing Fluorine Groups

Contact Info

Product

Resources

About