4,5,9,10‐Pyrene Diimides: A Family of Aromatic Diimides Exhibiting High Electron Mobility and Two‐Photon Excited Emission

Wu, Zhongkang; Huang, Zhuoting; Guo, Ran; Sun, Chun‐Lin; Chen, Li-Chuan; Sun, Bing; Shi, Zi‐Fa; Shao, Xiangfeng; Li, Hanying; Zhang, Hao‐Li

doi:10.1002/ange.201707529

Cited by 31 publications

(8 citation statements)

References 33 publications

(34 reference statements)

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“…In H 4 BPETB, the four phenylacetylenic substituents are attached to the 4,5,9,10-positions (K-region) of pyrene with the aim of extending the π conjugation of the pyrene chromophore, more importantly, red-shifting the wavelength of absorption. It has been revealed that the electrophilic substitution of pyrene prefers to occur at 1,3,6,8-positions 46. To tackle the synthetic obstacle, two t Bu groups were attached to the 2- and 7-positions, leading to the K-region substitution (Scheme S1†).…”

Section: Resultsmentioning

confidence: 99%

Visible-light harvesting pyrene-based MOFs as efficient ROS generators

Zhang

Pang

et al. 2019

Chem. Sci.

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Section: Resultsmentioning

confidence: 99%

Visible-light harvesting pyrene-based MOFs as efficient ROS generators

Zhang

Pang

et al. 2019

Chem. Sci.

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“…11,12 In recent years, there has been increasing interest for developing pyrene as a semiconductor in optoelectronics. 1,2,[13][14][15][16][17] Organic light-emitting diodes (OLEDs) have greatly progressed in the past decades and shown potential as the next-generation flat-panel displays and solid-state lightings. [18][19][20] Because of excellent thermal stability, efficient blue light emission, and high mobility of charge carrier, pyrene has emerged as a very appealing chromophore for blue OLEDs, which are urgently needed for full-color displays.…”

Section: Introductionmentioning

confidence: 99%

Highly Efficient Blue Organic Light-Emitting Diode Based on a Pyrene[4,5- d ]Imidazole-Pyrene Molecule

et al. 2022

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Organic light-emitting diodes (OLEDs), which have been recently utilized in some flat-panel display screens such as mobile phones and televisions, show many merits, including light weight, high flexibility, energy preservation, and so forth, and are considered the next-generation displays and solid-state lightings. Blue-emitting materials that can be applied in nondoped OLEDs with little efficiency roll-offs at high brightness are of great importance. Here, a highly efficient, blue-emitting material, 9-phenyl-10-(4-(pyren-1-yl)phenyl)-9H-pyreno [4,5-d]imidazole (PyPI-Py), is achieved using pyrene [4,5-d]imidazole and pyrene as the weak electron donor and electron acceptor, respectively. The nondoped blue OLED exhibits excellent performance with a maximum brightness of 75,687 cd m −2 , a maximum current efficiency of 13.38 cd A −1 , and a maximum external quantum efficiency (η ext ) of 8.52%. Moreover, the η ext is maintained at 8.35% and 8.05% at a brightness of 10,000 and 50,000 cd m −2 , respectively, displaying extremely small efficiency roll-offs of 2.0% and 5.5%.The device characteristics are among the highest values for nondoped blue OLEDs and correspond to the best performance obtained for nondoped pyrene-based blue OLEDs. The superior performance is attributed to the proper donor-acceptor design strategy which results in a quasi-equivalent hybrid local and charge-transfer excited state with the maximum generation of an 82% fraction of singlet excitons.

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“…TIPS‐pentacene (TP), pyrene diimide (PyDI), (the tertbutyl substituted pyrene diimide) (t‐PyDI), NDI, and PDI were synthesized according to the literatures 20,21 …”

Section: Methodsmentioning

confidence: 99%

“…Herein, three representative types of aromatic diimide frameworks were employed as n‐type dopants for electret OFET‐NVMs, which are classic NDI and PDI, along with the pyrene diimide (PyDI) framework developed in our group 1,20 . Four aromatic diimides were used to fabricate electret OFET‐NVM devices under the same condition, and the retention characteristics of these memory devices have been carefully evaluated and compared.…”

Section: Introductionmentioning

confidence: 99%

High performance nonvolatile organic field‐effect transistor memory devices based on pyrene diimide derivative

Wang

Zhang

et al. 2021

InfoMat

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Developing high‐quality electret layer is important for the fabrication of high‐performance nonvolatile organic field effect transistor memory devices (OFET‐NVMs). In this work, three representative aromatic diimide frameworks are employed for comparative studies as n‐type doping materials for the electret layers in OFET‐NVMs, which are naphthalene diimide (NDI), perylene diimide (PDI), and pyrene diimide (PyDI). When blended with polystyrene (PS) to prepare the electret layers, all the memory devices containing aromatic diimide dopants exhibited significantly improved performances compared with the undoped counterparts, indicating that low‐lying LUMO energy levels of these dopants are beneficial for charge injection. All the devices with n‐type dopants exhibited long retention times (more than 104 s) and good switching reliability in more than 400 continuous write‐read‐erase‐read cycles. Among them, the PyDI‐based memory device exhibited superior performance compared with other aromatic diimides, which achieved a memory window of 34.0 V, a trapping charge density of 1.98 × 1012 cm−2 along with an on/off ratio higher than 104. This work indicates that PyDI framework could be a new platform for the future design of n‐type dopant for high‐performance nonvolatile organic field‐effect transistor memory devices.

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4,5,9,10‐Pyrene Diimides: A Family of Aromatic Diimides Exhibiting High Electron Mobility and Two‐Photon Excited Emission

Cited by 31 publications

References 33 publications

Visible-light harvesting pyrene-based MOFs as efficient ROS generators

Visible-light harvesting pyrene-based MOFs as efficient ROS generators

Highly Efficient Blue Organic Light-Emitting Diode Based on a Pyrene[4,5- d ]Imidazole-Pyrene Molecule

High performance nonvolatile organic field‐effect transistor memory devices based on pyrene diimide derivative

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