• Title/Summary/Keyword: Anthracene

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Highly Crystalline 2,6,9,10-Tetrakis((4-hexylphenyl)ethynyl)anthracene for Efficient Solution-Processed Field-effect Transistors

  • Hur, Jung-A;Shin, Ji-Cheol;Lee, Tae-Wan;Kim, Kyung-Hwan;Cho, Min-Ju;Choi, Dong-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1653-1658
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    • 2012
  • A new anthracene-containing conjugated molecule was synthesized through the Sonogashira coupling and reduction reactions. 1-Ethynyl-4-hexylbenzene was coupled to 2,6-bis((4-hexylphenyl) ethynyl)anthracene-9,10-dione through a reduction reaction to generate 2,6,9,10-tetrakis((4-hexylphenyl)ethynyl) anthracene. The semiconducting properties were evaluated in an organic thin film transistor (OTFT) and a single-crystal field-effect transistor (SC-FET). The OTFT showed a mobility of around 0.13 $cm^2\;V^{-1}\;s^{-1}$ ($I_{ON}/I_{OFF}$ > $10^6$), whereas the SC-FET showed a mobility of 1.00-1.35 $cm^2\;V^{-1}\;s^{-1}$, which is much higher than that of the OTFT. Owing to the high photoluminescence quantum yield of 2,6,9,10-tetrakis((4-hexylphenyl)ethynyl) anthracene, we could observe a significant increase in drain current under irradiation with visible light (${\lambda}$ = 538 nm, 12.5 ${\mu}W/cm^2$).

Electroluminescence Properties of Simple Anthracene Derivatives Containing Phenyl or Naphthyl Group at 9,10-position for the Blue OLED

  • Kim, Si Hyun;Lee, Song Eun;Kim, Yong Kwan;Lee, Seung Hee
    • Journal of the Korean Applied Science and Technology
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    • v.34 no.3
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    • pp.562-567
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    • 2017
  • The organic light-emitting diodes are fabricated with six anthracene derivatives containing simple substituents such as phenyl or naphthyl group. The device structure is as in the following: Indium tin oxide (ITO) (180 nm)/4,4-4,4',4"-tris[N-(1-naphthyl)-N-phenylamino]triphenylamine (2-TNATA) (30 nm)/4,4'-bis[N-(1-naphthyl)-N-phenyl-1-amino] biphenyl (NPB) (20 nm)/Emitting compound (30 nm)/2,2',2"-(1,3,5-Benzinetriyl)-tris (1-phenyl-1-H-benz-imidazole) TPBi (40 nm)/lithium quinolate (Liq) (2 nm)/Al (100 nm). In the emitting layer the anthracene derivatives are used without any dopant. All the six devices show blue emissions. Among the tested diodes, the one with 9-(2-naphthyl)-10-(p-tolyl) anthracene (2-NTA) exhibited luminous efficiency, power and external quantum efficiencies of 3.26 cd/A, 0.98 lm/A, 2.8 % at $20mA/cm^2$.

Electroluminescent Properties of Anthracene Chromophore with Naphthylethenyl Substituents

  • Kim, Hong-Soo;Jeong, Noh-Hee
    • Journal of the Korean Applied Science and Technology
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    • v.21 no.1
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    • pp.24-30
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    • 2004
  • New electroluminescent materials based on anthracene chromophore with naphthylethenyl substituent, 9,10-bis($\alpha$-naphthylethenyl)anthracene (a-BNA), as well as four kinds of its derivatives were synthesized, and luminescent properties of these materials were investigated. Electrolumineecent(EL) emission band was discussed based on their substituent structure differences. It was found that the emission band strongly depends on the molecular structure of introduced substituent. It can be tuned from 557 nm to 591 nm by changing the substituent structures. On the other hand, the anthracene chromophore with bulky substituent possessed high melting point and they gave stable films through vacuum-sublimation. The double layer EL device of ITO/TPD/emission layer/Mg:Ag was employed, and exhibited efficient orange light originating from emitting materials. EL emission with a maximum luminance was observed in the b-BNA emitting material, : maximum luminance was about 8,060 cd $m^{-2}$ at an applied voltage of 10 V and current density of 680 $mA/cm^2$. In conclusion, the electroluminescent properties also showed good difference with their substituent structure.

Efficient Blue Light Emitting Diode by Using Anthracene Derivative with 3,5-Diphenylphenyl Wings at 9- and 10-Position

  • Kim, Yun-Hi;Lee, Sung-Joong;Jung, Sang-Yun;Byeon, Ki-Nam;Kim, Jeong-Sik;Shin, Sung-Chul;Kwon, Soon-Ki
    • Bulletin of the Korean Chemical Society
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    • v.28 no.3
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    • pp.443-446
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    • 2007
  • The novel blue light emitting material, 9,10-bis(3',5'-diphenylphenyl)anthracene (BDA) was synthesized by Suzuki coupling reaction and characterized by the measurements of 1H NMR, 13C NMR and FT-IR. The new anthracene derivative, which contains anthracene as a main core unit and 3',5'-diphenylphenyl group derivative as wings, has high fluorescence yield, good thermal stability, and high glass transition temperature at 188 oC. With the newly non-doped blue emitting material in the multilayer device structure, it was possible to achieve the current efficiency of 3.0 cd/A. The EL spectrum of the ITO/CuPc/α-NPD/BDA/Alq3/LiF/Al device showed a maximum wavelength (λmax) at 440 nm. The emitting color of device showed the blue emission (x,y) = (0.18,0.19) at 10 mA/cm2 in CIE (Commission Internationale de l'Eclairage) chromaticity coordinates.

Synthesis and Characterization of New Anthracene-Based Blue Host Material

  • So, Ki-Ho;Park, Hyun-Tae;Shin, Sung-Chul;Lee, Sang-Gyeong;Lee, Dong-Hui;Lee, Kyeong-Hoon;Oh, Hyeong-Yun;Kwon, Soon-Ki;Kim, Yun-Hi
    • Bulletin of the Korean Chemical Society
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    • v.30 no.7
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    • pp.1611-1615
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    • 2009
  • We designed new anthracene-based host material to increase color purity as well as device efficiency. The new blue host, 9,10-bis(2,4-dimethylphenyl)anthracene (BDA), has highly twisted structure and wide band gap due to ortho interaction between anthracene and introduced 2,4-dimethylphenyl substituents. BDA exhibited deep blue fluorescence in solution (${\lambda}_{max}$ = 410 nm) and in solid state (${\lambda}_{max}$ = 429 nm), respectively, with the wide optical band gap (E = 3.12 eV). Blue-light-emitting OLEDs using obtained host and 2% Flu-DPAN as emitter showed 8 cd/A of high efficiency as well as high color purity [CIE coordinates = (0.15, 015)].

White Oganic Light-Emitting Diodes based on Simply Modified Anthracene and Rubrene (안트라센의 단순 유도체와 루브렌을 이용한 백색 유기전기발광소자)

  • Kim, Si-Hyun;Lee, Seung-Hee
    • Journal of the Korean Applied Science and Technology
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    • v.39 no.5
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    • pp.589-595
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    • 2022
  • The white OLED is fabricated with the anthracene-based blue emitting material, 9-(2-naphthyl)-10-(p-tolyl)anthracene (2-NTA) in various volume-ratios of orange dopant, rubrene, which results in pure white emission with C.I.E. coordinate of ~(0.32, 0.39). The devices with <1.5% rubrene show better EL properties (efficiency) than >3% devices. Furthermore the turn-on voltage of 2-NTA WOLED (3.7 V) is lower than that of 2-NTA blue OLED (5.4 V) at the same condition. Conclusively 2-NTA with rubrene less than 1.5% (v/v) could be utilized for the pure WOLED.

Effects of 7,12-dimethylbenz[A]-anthracene(DMBA) on the Spleen in Syrian Golden Hamsters after Subcutaneous Injections

  • Son, W.C.;Kamino, K.
    • Korean Journal of Veterinary Pathology
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    • v.3 no.2
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    • pp.83-85
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    • 1999
  • Weekly subcutaneous injection of7 ,12-dimethylbenz[a]anthracene(DMBA) at a dose level of 0.25kg/mg body weight induced proliferative lesions in the spleen of syrian golden of syrian In addition, subcutaneous tumors at injection sites were observed. The splenic lesions included stromal hyperplasia and hacmangioma-like lesion.

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Simple modification of anthracene for the blue emitting materials

  • Kim, Si Hyun;Lee, Seung Hee
    • Journal of the Korean Applied Science and Technology
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    • v.34 no.1
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    • pp.101-107
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    • 2017
  • Anthracene has been a motive molecule for the blue-emitting materials in OLED. Since the blue emission needs big band gap between HOMO and LUMO, the blue-emitting materials are rare. In this paper, some anthracene derivatives containing simple aryl groups are synthesized and characterized. Regardless of the substituents the absorption and the emission bands are similar to each other and similar to the derivatives with the bulky silyl groups. The thermal and the CIE tests imply that among the tested 9-(2-naphthyl)-10-phenylanthracene is most promising for the diode. The material for the emission layer has to be investigated, which is simple to be prepared as well as good in the electrical and the thermal properties.

Investigation of Isomerism in Anthracene-Isothiouronium Salts and Application of these Salts for Anion Sensing

  • Nguyen, Quynh Pham Bao;Kim, Jae-Nyoung;Kim, Taek-Hyeon
    • Bulletin of the Korean Chemical Society
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    • v.30 no.9
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    • pp.2093-2097
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    • 2009
  • Novel fluorescent anion chemosensors based on anthracene-isothiouronium derivatives were synthesized. Isomerism due to the intramolecular mobility in these isothiouronium salts was detected by $^1H$ NMR spectroscopy. The effect of the substituent, temperature and solvent on the isomerism was also examined. The anthracene-isothiouronium sensor showed significant fluorescent enhancement upon the addition of various anions such as fluoride, acetate, and dihydrogen phosphate, even in the presence of water.