안트라센의 골격을 갖는 청색 발광 물질, 9-(2-naphthyl)-10-(p-tolyl)anthracene (2-NTA)를 기본으로 하고, 오렌지 도판트인 루브렌을 다양한 부피비로 사용하여 백색 유기발광소자를 제작하였다. 그 결과 C.I.E. 좌표가 (0.32, 0.39)인 백색 유기발광소자를 얻었다. 다양한 부피비의 소자 중 루브렌을 1.5% 이하로 증착된 소자가 3% 이상으로 증착된 소자 보다 전기발광 효율이 높았다. 더욱이 2-NTA를 포함하 는 백색 유기발광소자는 같은 조전하에서 2-NTA 만의 청색 유기발광소자 보다 낮은 턴온 전압을 갖는다. 결론적으로 2-NTA는 적은 양의 오렌지 도판트만으로 순수한 백색 유기발광소자를 구현할 수 있다.
Three new asymmetric light emitting organic compounds were synthesized with diphenylamine or triphenylamine side groups; 10-(3,5-diphenylphenyl)-N,N-diphenylanthracen-9-amine (MADa), 4-(10-(3,5-diphenylphenyl)anthracen-9-yl)-N,N-diphenylaniline (MATa), and 4-(10-(30,50-diphenylbiphenyl-4-yl) anthracen-9-yl)-N,N-diphenylaniline (TATa). MATa and TATa had a PLmax at 463 nm in the blue region, and MADa had a PLmax at 498 nm.
The EL efficiency and color coordinate values (respectively) were 10.3 cd/A and (0.199, 0.152; bluish-green) for the MADa device, 4.67 cd/A and (0.151, 0.177) for the MATa device, and 6.07 cd/A and (0.149, 0.177) for the TATa device.
The TATa device had a high external quantum efficiency (EQE) of 6.19%, and its luminance and power efficiencies and life-time were more than twice those of the MADN device.
4-Methyl-7-(10-phenyl-anthracen-9-yl)-chromen-2-one (PhAC), 4-Methyl-7-(10-naphthalen-1-yl-anthracen-9-yl)-chromen-2-one (1-NAC), 4-Methyl-7-(10-naphthalen-2-yl-anthracen-9-yl)-chromen-2-one (2-NAC), and 7-Anthracen-9-yl-4-methyl-chromen-2-one (AC) were synthesized through Suzuki aryl-aryl coupling reaction. Four compounds were used as emitting layer (EMLs) in non-doped OLEDs with the following structures: ITO/2-TNATA (60 nm)/NPB (15 nm)/EMLs (35 nm)/Alq3 (20 nm)/LiF (1 nm)/Al (200 nm). Non-doped devices showed luminescence efficiency of 2.14, 2.07, 1.52, and 1.12 cd/A at a current density of 10 mA/cm2.
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)-Nphenylamino] 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 20 mA/cm .
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.
유기전기발광 소자에서 천연색을 구현하기 위해서는 적색, 녹색, 청색 발광물질이 필요하다. 그러나 적색과 녹색의 발광 물질에 대한 연구는 매우 활발하나 청색의 물질에 대한 연구가 미흡한 것은 높은 발광 에너지 때문으로 보인다. 본 연구는 발광 효율이 높으며 열적 안정성이 좋은 화합물을 합성하려는 것으로 carbazole로 치환된 anthracene 화합물 합성에 관한 것이다. Tert-butyl 기로 치환된 carbazole에 전기 발광 성질과 열적 안정도가 좋은 anthracene을 직접 결합시킴으로써 정공전달 특성을 갖는 작용기와 전자전달 특성을 갖는 작용기 간의 거리에 대한 연구를 시작하고자 하였다.
New electroluminescent materials based on anthracene chromophore with naphthylethenyl substituent, 9,10-bis(α-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/cm2. In conclusion, the electroluminescent properties also showed good difference with their substituent structure.
New electroluminescent materials base on anthracene chromophore, [9.10-bis(α-naph -thylethenyl) anthracene (α-BNA)] were newly synthesized. The anthracene derivatives with bulky substituent possessed high melting point and they gave stable amorphous films through vacuum - sublimation methods. Three types of electroluminescent devices were fabricated with double layer and triple layer structure : ITO/TPD/emission layer/MgAg, ITO/emission layer/ OXD-7 and ITO/ TPD/ emission layer/OXD-7/MgAg, respectively. In three types of devices with the emissive layer of α-BNA, efficient orange electroluminescence was observed. In the triple layer device whit a emitting layer of 20 nm thickness , maximum luminance was about 10000 cd/ m2 at an applied voltage of 10v and maximum external quantum efficiency was 1.0%.
Anthracene appended new host compounds have been synthesized by imine reaction. Fluorescent open chain host compounds Trisanthryl-tris(2-aminoethyl)imine 1 was synthesized from the reaction of tris(2-aminoethyl)amine and anthracene-9-carboxaldehyde in EtOH. Tris-10-chloroanthryl-tris(2-aminoethyl)imine 2 was synthesized from tris(2-aminoethyl)amine and 10-chloro-9-anthraldehyde in EtOH. The structures of all reaction product were identified by 1H NMR, 13C NMR, GC/MS, FAB Mass, IR spectrum and DSC. Cation complexation behavior was investigated by fluorescence spectroscopy measurements. The capability of transition metals cation recognition between fluorescent open chain host compound 1, 2 were investigated with Co²+, Ni²+and Cu²+. The fluorescence intensity was increased by host compounds corresponding guest cations. The relative order of fluorescence intensity changes were Co²+ > Cu²+ > Ni²+ . Compound 2 is very sensitive fluorescent sensor of Co²+ ion.