scholarly journals Electron Transport in Naphthalene Diimide Derivatives

Materials ◽  
2021 ◽  
Vol 14 (14) ◽  
pp. 4026
Author(s):  
Jaroslaw Jung ◽  
Arkadiusz Selerowicz ◽  
Paulina Maczugowska ◽  
Krzysztof Halagan ◽  
Renata Rybakiewicz-Sekita ◽  
...  

Two naphthalene diimides derivatives containing two different (alkyl and alkoxyphenyl) N-substituents were studied, namely, N,N′-bis(sec-butyl)-1,4,5,8-naphthalenetetracarboxylic acid diimide (NDI-s-Bu) and N,N′-bis(4-n-hexyloxyphenyl)-1,4,5,8-naphthalenetetracarboxylic acid diimide (NDI-4-n-OHePh). These compounds are known to exhibit electron transport due to their electron-deficient character evidenced by high electron affinity (EA) values, determined by electrochemical methods and a low-lying lowest unoccupied molecular orbital (LUMO) level, predicted by density functional theory (DFT) calculations. These parameters make the studied organic semiconductors stable in operating conditions and resistant to electron trapping, facilitating, in this manner, electron transport in thin solid layers. Current–voltage characteristics, obtained for the manufactured electron-only devices operating in the low voltage range, yielded mobilities of 4.3 × 10−4 cm2V−1s−1 and 4.6 × 10−6 cm2V−1s−1 for (NDI-s-Bu) and (NDI-4-n-OHePh), respectively. Their electron transport characteristics were described using the drift–diffusion model. The studied organic semiconductors can be considered as excellent candidates for the electron transporting layers in organic photovoltaic cells and light-emitting diodes

2002 ◽  
Vol 725 ◽  
Author(s):  
Leonidas C. Palilis ◽  
Hideyuki Murata ◽  
Antti J. Mäkinen ◽  
Manabu Uchida ◽  
Zakya H. Kafafia

AbstractWe report on highly efficient molecular organic light-emitting diodes (MOLEDs) using two novel silole derivatives as emissive and electron transport materials. A silole derivative, namely 2,5-di-(3-biphenyl)-1,1-dimethyl-3,4-diphenylsilacyclopentadiene (PPSPP), which shows blue fluorescence with a high photoluminescence quantum yield of 85% in the solid state, was used as the emissive material. Another silole derivative, namely 2,5-bis-(2‘2“-bipyridin-6-yl)-1,1- dimethyl-3,4-diphenylsilacyclopentadiene (PyPySPyPy), that exhibits a non-dispersive high electron mobility of 2x10-4 cm2/Vsec was used as the electron transport material. MOLEDs using these two siloles and a common hole transport material show blue-green emission centered at 495 nm. This red-shifted electroluminescence (EL) band relative to the blue fluorescence of PPSPP is assigned to a PPSPP:NPB exciplex. A low operating voltage of 4.5 V was measured at a luminance of 100 cd/m2 and an EL quantum efficiency of 3.4% was achieved at 100 A/m2. To our knowledge, this is the highest EL quantum efficiency ever reported based on exciplex emission.


MRS Advances ◽  
2015 ◽  
Vol 1 (7) ◽  
pp. 453-458 ◽  
Author(s):  
Patrick J. Dwyer ◽  
Stephen P. Kelty

ABSTRACTFor efficient charge separation and charge transport in optoelectronic materials, small internal reorganization energies are desired. While many p-type organic semiconductors have been reported with low internal reorganization energies, few n-type materials with low reorganization energy are known. Metal phthalocyanines have long received extensive research attention in the field of organic device electronics due to their highly tunable electronic properties through modification of the molecular periphery. In this study, density functional theory (DFT) calculations are performed on a series of zinc-phthalocyanines (ZnPc) with various degrees of peripheral per-fluoroalkyl (-C3F7) modification. Introduction of the highly electron withdrawing groups on the periphery leads to a lowering in the energy of the molecular frontier orbitals as well as an increase in the electron affinity. Additionally, all molecules studies are found to be most stable in their anionic form, demonstrating their potential as n-type materials. However, the calculated internal reorganization energy slightly increases as a function of peripheral modification. By varying the degree of modification we develop a strategy for obtaining an optimal balance between low reorganization energy and high electron affinity for the development of novel n-type optoelectronic materials.


2019 ◽  
Vol 7 (29) ◽  
pp. 8938-8945 ◽  
Author(s):  
Sudhir Kumar ◽  
Tommaso Marcato ◽  
Serhii I. Vasylevskyi ◽  
Jakub Jagielski ◽  
Katharina M. Fromm ◽  
...  

We report efficient perovskite nanocrystal LEDs based on a new electron transport material, BBIA, possessing high electron mobility of 4.17 × 10−4 cm2 V−1 s−1. BBIA-based devices exhibit a nearly two-fold enhancement than TPBi counterpart.


RSC Advances ◽  
2015 ◽  
Vol 5 (58) ◽  
pp. 46534-46539 ◽  
Author(s):  
F. S. Etheridge ◽  
R. Fernando ◽  
J. A. Golen ◽  
A. L. Rheingold ◽  
G. Sauve

Molecules with a low optical gap and high electron affinity were obtained via selective thionation of the distal carbonyls of 2,6-dialkylamino core-substituted naphthalene diimide.


2018 ◽  
Vol 6 (44) ◽  
pp. 12001-12005 ◽  
Author(s):  
Huihong Jiang ◽  
Zhuoting Huang ◽  
Guobiao Xue ◽  
Hongzheng Chen ◽  
Hanying Li

High electron transport can be obtained at the interface of organic semiconductors and hydroxyl-containing dielectrics.


RSC Advances ◽  
2016 ◽  
Vol 6 (6) ◽  
pp. 5008-5015 ◽  
Author(s):  
Dong Chen ◽  
Liang Han ◽  
Weiping Chen ◽  
Zhenyu Zhang ◽  
Shitong Zhang ◽  
...  

A beryllium complex with a low-lying LUMO level, high triplet energy and high electron mobility served as an excellent electron transport material for green, yellow and red phosphorescent OLEDs.


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