Synthesis and properties of blue-light-emitting anthracene derivative with diphenylamino-fluorene

Park, Jon G-Won; Kang, Pengtao; Park, Hyuntae; Oh, Hyoung-Yun; Yang, Jung-Hwan; Kim, Yun‐Hi; Kwon, Soon‐Ki

doi:10.1016/j.dyepig.2009.10.009

Cited by 37 publications

(11 citation statements)

References 35 publications

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“…The band gaps estimated from the absorption edge for 2 and 3 were indeed slightly narrower than that of 1 (2.93 eV for 2 or 3 and 2.98 eV for 1, Table 1). Furthermore, the PL spectra of all compounds were similar to the previously reported DAA derivatives (Figure 2) [44] assignable to the lowest ππ* transition on the anthracene units.…”

Section: Photophysical and Electrochemical Propertiessupporting

confidence: 65%

Synthesis and Electroluminescence Properties of 3-(Trifluoromethyl)phenyl-Substituted 9,10-Diarylanthracene Derivatives for Blue Organic Light-Emitting Diodes

Kwak

Lee

et al. 2017

Applied Sciences

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Diaryl-substituted anthracene derivatives containing 3-(trifluoromethyl)phenyl) groups, 9,10-diphenyl-2-(3-(trifluoromethyl)phenyl)anthracene (1), 9,10-di([1,1 -biphenyl]-4-yl)-2-(3-(trifluoromethyl)phenyl)anthracene (2), and 9,10-di(naphthalen-2-yl)-2-(3-(trifluoromethyl)phenyl) anthracene (3) were synthesized and characterized. The compounds 1-3 possessed high thermal stability and proper frontier-energy levels, which make them suitable as host materials for blue organic light-emitting diodes. The electroluminescent (EL) emission maximum of the three N,N-diphenylamino phenyl vinyl biphenyl (DPAVBi)-doped (8 wt %) devices for compounds 1-3 was exhibited at 488 nm (for 1) and 512 nm (for 2 and 3). Among them, the 1-based device displayed the highest device performances in terms of brightness (L max = 2153.5 cd·m −2 ), current efficiency (2.1 cd·A −1 ), and external quantum efficiency (0.8%), compared to the 2-and 3-based devices.

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Section: Photophysical and Electrochemical Propertiessupporting

confidence: 65%

Synthesis and Electroluminescence Properties of 3-(Trifluoromethyl)phenyl-Substituted 9,10-Diarylanthracene Derivatives for Blue Organic Light-Emitting Diodes

Kwak

Lee

et al. 2017

Applied Sciences

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“…Up to now various conjugated systems, including pyrene, fluorene, anthracene, and phenanthroimidazole materials have been synthesized and used in OLED devices. Among the above‐mentioned materials, phenanthroimidazole is a deep‐blue emitting chromophore, has attracted remarkable attention because of the simple synthesis procedure, high fluorescence quantum yield, excellent thermal stability, and potential bipolar properties .…”

Section: Introductionmentioning

confidence: 99%

Near UV/Deep‐Blue Phenanthroimidazole‐Based Luminophores for Organic Light‐Emitting Diodes: Experimental and Theoretical Investigation

et al. 2019

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Two new deep blue phenanthroimidazole base luminophores 2-(4-(4-(4-(1-phenyl-1H-phenanthro[9,10-d]imidazol-2-yl) phenoxy)butoxy)phenyl)-1-phenyl-1H-phenanthro[9,10-d]imid -azole (DPIPOBn) and 2-(4-(4-(4-(1-(4-tert-butylphenyl)-1Hphenanthro[9,10-d]imidazol-2-yl) phenoxy)butoxy)phenyl)-1-(4tert-butylphenyl)-1H-phenanthro[9,10-d]imidazole (DPITBOBn) were designed and synthesized by linkage two phenanthroimidazole functional units via the highly flexible alkyl (butane) spacer with different N1 functional groups (benzene and tertbutylbenzene). The synthesized luminophores were structurally characterized by spectroscopic method ( 1 H, 13 C, and mass). The photophysical, electrochemical and electroluminescence properties of the luminophores were systematically studied. These luminophores emit intense blue PL emission in both solution and solid phase. The HOMO-LUMO energy level of the luminophores was calculated from Cyclic Voltammetry (CV) analysis and which agreed with the results from the densityfunctional-theory (DFT) calculation. The time-dependent DFT (TD-DFT) calculation was performed to know the excited states (singlet and triplet) of the luminophores. The solutionprocessed OLED was fabricated to test these materials as emissive materials and as emitters. All the doped devices exhibited near-UV emission with EL peaks centered around 380-395 nm with Commission International deL'Eclairage (CIE) coordinate of (0.16, 0.09 or 0.10). Among all the doped devices, DPITBOBn (3 wt%) based device displayed a power efficiency (PE) of 0.5 lm/W, a current efficiency (CE) of 1.2 cd/A and external quantum efficiency (EQE) of 1.9% at the brightness 100 cd/m 2 .[a] J. Tagare, Prof. S. Vaidyanathan

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“…Our group has reported that the whole molecule can be twisted to a high degree by introducing bulky substituents at its 9-and 10-positions. Consequently, the fluorescence-quenching interactions caused by intermolecular interactions were suppressed to some extent and non-radiative energy decay was decreased [16][17][18][19][20][21].…”

Section: Introductionmentioning

confidence: 99%

“…To date, many fluorescent blue emitters have been reported, such as the derivatives of anthracene [5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22], phenylene [19,23,24], pyrene [25][26][27][28], fluorene [29][30][31][32][33][34], carbazole [35][36][37][38], triarylamine [21,41,42] as well as other aromatic hydrocarbons [39,40]. In spite of this, there is still a clear need for further improvement in terms of efficiency and color purity compared to red and green emitters.…”

Section: Introductionmentioning

confidence: 99%

New limb-structured blue light-emitting material comprising an anthracene core with bulky substituents at its 2, 3, 9, and 10-positions

et al. 2014

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Synthesis and properties of blue-light-emitting anthracene derivative with diphenylamino-fluorene

Cited by 37 publications

References 35 publications

Synthesis and Electroluminescence Properties of 3-(Trifluoromethyl)phenyl-Substituted 9,10-Diarylanthracene Derivatives for Blue Organic Light-Emitting Diodes

Synthesis and Electroluminescence Properties of 3-(Trifluoromethyl)phenyl-Substituted 9,10-Diarylanthracene Derivatives for Blue Organic Light-Emitting Diodes

Near UV/Deep‐Blue Phenanthroimidazole‐Based Luminophores for Organic Light‐Emitting Diodes: Experimental and Theoretical Investigation

New limb-structured blue light-emitting material comprising an anthracene core with bulky substituents at its 2, 3, 9, and 10-positions

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