Dipyrenylpyridines for electron-transporting materials in organic light emitting devices and their structural effect on electron injection from LiF/Al cathode

Pu, Yong‐Jin; Yoshizaki, Makoto; Akiniwa, Takahiro; Nakayama, Keiichi I.; Kido, Junji

doi:10.1016/j.orgel.2009.04.020

Cited by 11 publications

(9 citation statements)

References 16 publications

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“…5,7 Consequently, a number of pyrene derivatives have already been reported as blue/green OLED emitters 7−12 as well as charge injectors/transporters in OLEDs. 7,13−18 More importantly, pyrene derivatives can be designed as multifunctional p-type, n-type, or bipolar emitters, ensuring an efficient and balanced flux of charges to the emissive layer even with relatively simple device architectures. 3,7…”

Section: Introductionmentioning

confidence: 99%

Pyrenylpyridines: Sky-Blue Emitters for Organic Light-Emitting Diodes

et al. 2019

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A novel sky-blue-emitting tripyrenylpyridine derivative, 2,4,6-tri(1-pyrenyl)pyridine (2,4,6-TPP), has been synthesized using a Suzuki coupling reaction and compared with three previously reported isomeric dipyrenylpyridine (DPP) analogues (2,4-di(1-pyrenyl)pyridine (2,4-DPP), 2,6-di(1-pyrenyl)pyridine (2,6-DPP), and 3,5-di(1-pyrenyl)pyridine (3,5-DPP)). As revealed by single-crystal X-ray analysis and computational simulations, all compounds possess highly twisted conformations in the solid state with interpyrene torsional angles of 42.3°–57.2°. These solid-state conformations and packing variations of pyrenylpyridines could be correlated to observed variations in physical characteristics such as photo/thermal stability and spectral properties, but showed only marginal influence on electrochemical properties. The novel derivative, 2,4,6-TPP, exhibited the lowest degree of crystallinity as revealed by powder X-ray diffraction analysis and formed amorphous thin films as verified using grazing-incidence wide-angle X-ray scattering. This compound also showed high thermal/photo stability relative to its disubstituted analogues (DPPs). Thus, a nondoped organic light-emitting diode (OLED) prototype was fabricated using 2,4,6-TPP as the emissive layer, which displayed a sky-blue electroluminescence with Commission Internationale de L’Eclairage (CIE) coordinates of (0.18, 0.34). This OLED prototype achieved a maximum external quantum efficiency of 6.0 ± 1.2% at 5 V. The relatively high efficiency for this simple-architecture device reflects a good balance of electron and hole transporting ability of 2,4,6-TPP along with efficient exciton formation in this material and indicates its promise as an emitting material for design of blue OLED devices.

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Section: Introductionmentioning

confidence: 99%

Pyrenylpyridines: Sky-Blue Emitters for Organic Light-Emitting Diodes

et al. 2019

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“…As a consequence, voltage-dependent color-shifts caused by evolutions of recombination zone are often observed. It is still a relatively challenging task to keep emission color constant over a wide range of brightness levels [7][8][9]. After that, many works have been done for higher luminance and efficiency of WOLEDs.…”

Section: Introductionmentioning

confidence: 99%

Using Förster energy transfer for fabrication of organic light-emitting device

Wu¹,

Yang²

2016

Proceedings of the 2016 5th International Conference on Measurement, Instrumentation and Automation (ICMIA 2016)

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Blue fluorescent material combined with red fluorescent dye doped into tris-(8-hydroxyquinoline) aluminum (Alq) in multilayer organic light-emitting diodes(OLEDs) were investigated. Basis device architecture is indium tin oxide (ITO)/ N,N′-bis-(1-naphthyl)-N,N′-diphenyl-1,1′-biph-enyl-4,4′-diamine(NPB 20nm)/ 4, 4'-bis (2,2'-diphenyl vinyl)-1,1'-biphenyl (DPVBi 10nm) / tris-(8-hydroxyquinoline) aluminum (Alq) ： 5H-benzo[ij] quinolizin-9-yl)ethenyl]-4H-pyran-4-ylidene]propane-dinitrile (DCM2 0.8% 7nm)/ (Alq 13nm)/LiF (0.65nm)/Al. Exciton recombination zone is located at DPVBi and DCM2 doped into Alq layers. The Commission Internationale de1'Eclairage (CIE) coordinates of the device change from (0.4458,0.4589) at 5V to (0.3379,0.2611) at 12V that are well in the white region. Its maximum luminance was 4248 cd/m 2 at 12V, and maximum current efficiency was 7.21cd/A at 5V, respectively.

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“…4 OLEDs are usually composed of functionally divided organic multilayers-for example, hole-transporting (HT), emissive, and electron-transporting (ET) layers. 5,6 In the last decade, many kinds of amorphous molecular semiconductor materials, 7,8 HT materials, [9][10][11][12][13][14][15][16] and ET materials (ETMs) [17][18][19][20][21][22][23][24][25][26][27][28] have been proposed.…”

Section: Introductionmentioning

confidence: 99%

Benzene substituted with bipyridine and terpyridine as electron-transporting materials for organic light-emitting devices

et al. 2012

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New electron-transporting materials for organic light-emitting devices (OLEDs) based on trisubstituted benzene with both bipyridine and terpyridine, 1,3-bisbipyridyl-5-terpyridylbenzene (BBTB) and 1-bipyridyl-3,5-bisterpyridylbenzene (BTBB), were developed. Glass transition temperatures of BBTB and BTBB were 93 C and 108 C, respectively, and BTBB was completely amorphous with no melting point. Electron mobilities of BTBB exceeded the order of 10 were reached at voltages of 3.0 V and 4.5 V, respectively. In addition, ionization potentials of BBTB (6.33 eV) and BTBB (6.50 eV) were sufficiently large to confine holes in common emissive layers.

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Dipyrenylpyridines for electron-transporting materials in organic light emitting devices and their structural effect on electron injection from LiF/Al cathode

Cited by 11 publications

References 16 publications

Pyrenylpyridines: Sky-Blue Emitters for Organic Light-Emitting Diodes

Pyrenylpyridines: Sky-Blue Emitters for Organic Light-Emitting Diodes

Using Förster energy transfer for fabrication of organic light-emitting device

Benzene substituted with bipyridine and terpyridine as electron-transporting materials for organic light-emitting devices

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