• Title/Summary/Keyword: HAT-CN

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Energy Level Alignment between Hole Injecting HAT-CN and Metals and Organics: UPS and ab-initio Calculations

  • Kang, H.;Kim, J.H.;Kim, J.K.;Kwon, Y.K.;Kim, J.W.;Park, Y.
    • 한국정보디스플레이학회:학술대회논문집
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    • 2009.10a
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    • pp.108-111
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    • 2009
  • We have determined the electronic energy level alignment at the interface between 4,4'-bis-N-phenyl-1-naphthylamino biphenyl (NPB) and 1,4,5,8,9,11-hexaazatriphenylenehexacarbonitrile (HAT-CN) using ultraviolet photoelectron spectroscopy (UPS). The highest occupied molecular orbital (HOMO) of 20 nm thick HAT-CN film was located at 3.8 eV below the Fermi level. Thus the lowest unoccupied molecular orbital (LUMO) is very close to the Fermi level. The HOMO position of NPB was only about 0.3 eV below Fermi level at NPB/HAT-CN interface. This enables an easy excitation of electrons from the NPB HOMO to the HAT-CN LUMO, creating electron-hole pairs across this organic-organic interface. We also study the interaction of HAT-CN with a few metallic surfaces including Ca, Cu, and ITO using UPS and ab-inito electronic structure calculation techniques.

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Mechanism of workfunction modification on HAT-CN/Cu(111) interface: ab initio study

  • Kim, Ji-Hoon;Park, Yong-Sup;Kwon, Young-Kyun
    • Proceedings of the Korean Vacuum Society Conference
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    • 2010.02a
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    • pp.357-357
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    • 2010
  • Using ab initio density functional theory, we study the structural and electronic properties of interface between Cu surface and highly electron withdrawing hexaazatriphenylene-hexanitrile (HAT-CN) known as an efficient hole injection layer for organic light emitting diodes (OLEDs). We calculate the equilibrium geometries of the interface with different HAT-CN coverages. Usually, some of C-N bonds located at the edge of the HAT-CN molecule are deformed toward Cu atoms resulting in the reconstruction of Cu surface. By analyzing the electron charge and the potential distributions over the interface, we observe the formation of surface dipoles, which modify the work function at the interface. Such dipole formation is attributed to two origins, one of which is a geometrical nature and the other is a bond dipole. The former is related to structural deformation mentioned above, whereas the latter is due to charge transfer between organic and metal surface.

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Insertion of an Organic Hole Injection Layer for Inverted Organic Light-Emitting Devices

  • Park, Sun-Mi;Kim, Yun-Hak;Lee, Yeon-Jin;Kim, Jeong-Won
    • Proceedings of the Korean Vacuum Society Conference
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    • 2010.02a
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    • pp.379-379
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    • 2010
  • Recent technical advances in OLEDs (organic light emitting devices) requires more and more the improvement in low operation voltage, long lifetime, and high luminance efficiency. Inverted top emission OLEDs (ITOLED) appeared to overcome these problems. This evolved to operate better luminance efficiency from conventional OLEDs. First, it has large open area so to be brighter than conventional OLEDs. Also easy integration is possible with Si-based driving circuits for active matrix OLED. But, a proper buffer layer for carrier injection is needed in order to get a good performance. The buffer layer protects underlying organic materials against destructive particles during the electrode deposition and improves their charge transport efficiency by reducing the charge injection barrier. Hexaazatriphenylene-hexacarbonitrile (HAT-CN), a discoid organic molecule, has been used successfully in tandem OLEDs due to its high workfunction more than 6.1 eV. And it has the lowest unoccupied molecular orbital (LUMO) level near to Fermi level. So it plays like a strong electron acceptor. In this experiment, we measured energy level alignment and hole current density on inverted OLED structures for hole injection. The normal film structure of Al/NPB/ITO showed bad characteristics while the HAT-CN insertion between Al and NPB greatly improved hole current density. The behavior can be explained by charge generation at the HAT-CN/NPB interface and gap state formation at Al/HAT-CN interface, respectively. This result indicates that a proper organic buffer layer can be successfully utilized to enhance hole injection efficiency even with low work function Al anode.

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Solution processed doping to the polymer hole transporting layer for phosphorescent organic light-emitting diodes (고분자 정공수송층에 용액 공정 도핑법을 적용한 인광 유기전기발광소자)

  • Sung, Baeksang;Lee, Jangwon;Lee, Seung-Hoon;Yoo, Jae-Min;Lee, Jae-Hyun;Lee, Jonghee
    • Journal of IKEEE
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    • v.24 no.3
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    • pp.699-705
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    • 2020
  • In this study, a facial way to enhance the electrical properties of organic light-emitting diodes (OLEDs) via the solution process doping method based on the poly[(9,9-dioctylfluorenyl-2,7-diyl)-co-(4,4'-(N-(4-sec-butylphenyl) diphenylamine)] (TFB) as a hole transporting layer (HTL) is demonstrated. In the TFB solution of the hole transport material, 1,4,5,8,9,11-hexaazatriphenylene hexacarbonitrile (HAT-CN) was doped by 3 wt% to improve the electrical properties of the HTL. According, the OLED with HAT-CN doped TFB showed the increased current density and luminance at the same driving voltage on behalf of the improved conductivity of HTL, and the reduced turn-on voltage from 13 V to 9 V. Furthermore, the maximum external quantum efficiency was dramatically increased three times from 3.6 to 10.8 % compared to the reference device without appling doping methode.

다층 그래핀과 유기물로 구성된 계면의 전자분광학 분석을 이용한 에너지 준위 정렬 분석

  • Seo, Jae-Won;Kim, Ji-Hun;Gwon, Dae-Gyeon;Maeng, Min-Jae;Mun, Je-Hyeon;Lee, Jeong-Ik;Choe, Seong-Ryul;Kim, Taek-Yeong;Park, Yong-Seop
    • Proceedings of the Korean Vacuum Society Conference
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    • 2013.02a
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    • pp.163-163
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    • 2013
  • 최근 들어서 유연 OLED (Organic Light-Emitting Diodes) 소자에 대한 연구가 증가하면서 전통적인 ITO 전극을 대체할 수 있는 전극물질 후보로 그래핀이 많은 주목을 받고 있다. 그 중에 CVD 방법으로 합성된 다층 그래핀(Few layer graphene, FLG)은 실제 상용화되는 소자에 응용이 될 가능성이 높아 많은 연구가 이 방향으로 진행되고 있다. 이 연구에서는 다층 그래핀과 유기물질 사이의 계면을 전자분광학 분석을 이용해 각 분자층 사이의 에너지 준위 변화에 대해 분석했다. 에너지 준위 정렬을 이용하면 각 분자층간의 정공주입 에너지장벽을 알 수 있는데 이 에너지 장벽은 소자의 효율에 직접적으로 연관되는 값이다. 정공 주입층 물질로는 TAPC 1,1- Bis[4-[N,N'-di(p-tolyl)amino]phenyl]cyclohexane (TAPC)를 사용했고, 다층 그래핀과 TAPC층 사이의 에너지 준위 정렬을 분석한 결과 다층 그래핀과 TAPC층 사이에는 ~1.4 eV의 에너지 장벽이 존재함을 확인했다. 하지만 OLED 소자로 활용하기 위해서는 이보다 더 낮은 에너지 장벽을 필요로 하기 때문에 두 물질 사이에 4,4'-bis(N-phenyl-1-naphthylamino)biphenyl (NPB), 1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile (HAT-CN)을 삽입하여 에너지 장벽을 낮추기 위한 시도를 해 보았다. 그래핀과 TAPC 사이에 중간층으로 NPB를 사용했을 때의 에너지 장벽은 0.55 eV, HAT-CN을 사용했을 때는 0.4 eV로 TAPC만 사용했을 때보다 ~1 eV정도 에너지 장벽을 낮추는 효과를 보여줬다. 이 연구를 통해 다층 그래핀을 OLED 소자의 전극으로 활용할 수 있는 가능성을 볼 수 있었다.

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Cyanide-Bridged CrIIIMnII Binuclear Complexes Based on [Mn(phen)2]2+ and Dicyanidechromate(III) Building Blocks: Syntheses, Crystal Structures, and Magnetic Properties

  • Li, Guo-Ling;Zhang, Li-Fang;Ni, Zhong-Hai;Kou, Hui-Zhong;Cui, Ai-Li
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1675-1680
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    • 2012
  • Three new cyanide-bridged $Cr^{III}Mn^{II}$ binuclear complexes, $[Mn(phen)_2Cl][Cr(bpmb)(CN)_2]{\cdot}H_2O$ ($\mathbf{1}$) (phen = 1,10-phenanthroline, $bpdmb^{2-}$ = 1,2-bis(pyridine-2-carboxamido)-4-methyl-benzenate), $[Mn(phen)_2Cl][Cr(bpmb)-(CN)_2]{\cdot}H_2O$ ($\mathbf{2}$) ($bpdmb^{2-}$ = 1,2-bis(pyridine-2-carboxamido)-4,5-dimethyl-benzenate), and $[Mn(phen)_2Cl]-[Cr(bpClb)(CN)_2]{\cdot}CH_3OH{\cdot}H_2O$ ($\mathbf{3}$) ($bpClb^{2-}$ = 1,2-bis(pyridine-2-carboxamido)-4-chloro-benzenate) were obtained based on $Mn(phen)_2Cl_2$ and a series of dicyanidechromate(III) building blocks. Single crystal X-ray diffraction analysis shows the structures of the three complexes are dimeric type with two different metal centers linked by a cyanide group from corresponding dicyanidechromate(III) building block. Magnetic investigations indicate the existence of relatively weak antiferromagnetic coupling between Cr(III) and Mn(II) ions with best-fit constants $J_{CrMn}=-2.78(5)cm^{-1}$ for $\mathbf{1}$, $J_{CrMn}=-3.02(2)cm^{-1}$ for $\mathbf{2}$ and $J_{CrMn}=-2.27(3)cm^{-1}$ for $\mathbf{3}$ based on the spin exchange Hamiltonian = $-2J_{CrMn}\hat{S}_{Cr}\hat{S}_{Mn}$. The magneto-structural correlation of cyanide-bridged $Cr^{III}Mn^{II}$ complexes has been discussed at last.

NiOx-based hole injection layer for organic light-emitting diodes (유기발광소자에 적용 가능한 NiOx 기반의 정공주입층 연구)

  • Kim, Junmo;Gim, Yejin;Lee, Wonho;Lee, Donggu
    • Journal of Sensor Science and Technology
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    • v.30 no.5
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    • pp.309-313
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    • 2021
  • Organic semiconductors have received tremendous attention for their research because of their tunable electrical and optical properties that can be achieved by changing their molecular structure. However, organic materials are inherently unstable in the presence of oxygen and moisture. Therefore, it is necessary to develop moisture and air stable semiconducting materials that can replace conventional organic semiconductors. In this study, we developed a NiOx thin film through a solution process. The electrical characteristics of the NiOx thin film, depending on the thermal annealing temperature and UV-ozone treatment, were determined by applying them to the hole injection layer of an organic light-emitting diode. A high annealing temperature of 500 ℃ and UV-ozone treatment enhanced the conductivity of the NiOx thin films. The optimized NiOx exhibited beneficial hole injection properties comparable those of 1,4,5,8,9,11-hexaazatriphenylene hexacarbonitrile (HAT-CN), a conventional organic hole injection layer. As a result, both devices exhibited similar power efficiencies and the comparable electroluminescent spectra. We believe that NiOx could be a potential solution which can provide robustness to conventional organic semiconductors.

Ir(ppy)3의 도핑 위치에 따른 유기 발광 다이오드의 특성 연구

  • Kim, Sun-Gon;Choe, Byeong-Deok
    • Proceedings of the Korean Vacuum Society Conference
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    • 2015.08a
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    • pp.151.2-151.2
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    • 2015
  • 본 연구에서는 indium-tin-oxide(ITO)/1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile(HAT-CN)/N,N'-di(naphthalene-lyl)-N,N'-diphenyl-benzidine(NPB)/4,4'-Bis(N-carbazolyl)-1,1'-biphenyl(CBP)/2,2',2"-(1,3,5-Benzinetriyl)-tris(1-phenyl-1-H-benzimidazole)TPBi/tris-(8-hydroxyquinoline) aluminum($Alq_3$)/LiF/Al 구조를 가진 유기 발광 다이오드 소자의 발광층에 $Ir(ppy)_3$(2% wt)을 도핑하여 소자의 특성 변화를 살펴보았다. $Ir(ppy)_3$의 두께는 5nm이고 도핑 위치는 정공 수송층과 발광층 계면의 0nm에서부터 25nm까지 5nm간격으로 도핑을 하였다. 실험 결과 소자의 효율은 도핑 위치가 정공 수송층에서 25nm떨어진 위치일 때 가장 높았고, 10nm일 때 가장 낮았다. 이는 도핑 부분의 위치가 정공 차단층에 가까워질수록 정공과 전자의 균형이 좋아지는 것이 소자 성능을 향상시키는 원인으로 추측된다.

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유기 분자 시스템에서의 전하수송: HAT-CN 홀주입 층의 에너지레벨 정렬과 Alq3 유도체들의 이론적 이동도 어림

  • Lee, Yeon-Jin;Lee, Hyeon-Bok
    • Proceedings of the Korean Vacuum Society Conference
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    • 2015.08a
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    • pp.112-112
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    • 2015
  • 유기 분자들은 대부분 전기가 잘 통하지 않아, 그 응용이 매우 제한적이었으나, 1985년의 C. W. Tang 교수의 다층 구조 전자소자의 보고를 기점으로 급격한 발전을 이루었다. 현재는 유기분자를 이용한 디스플레이인 AMOLED(아몰레드)를 적용한 스마트폰, TV등이 상용화 되었을 정도로 기술 성숙도가 매우 높아졌다. 그러나 여전히 분자 시스템에서의 전하 수송에 대해서는 하나의 정립된 모델이 없다. 일례로, 밴드 수송과 호핑 수송 등 두 가지 다른 전하수송 특성이 보고되고 있다. 본 발표에서는 계면 에너지레벨 접합과, 분자층 내부의 분자간 상호작용(호핑 수송 위주로) 측면에서 분자 시스템의 전하 수송에 대해 논의한다.

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