• Title/Summary/Keyword: triphenylamine

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Diheteryl-substituted triphenylamine 화합물의 합성과 형광 특성 (Synthesis and Photoluminescent Property of Diheteryl-substituted Triphenylamine Compound)

  • 김병순;김성훈;손영아
    • 한국염색가공학회지
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    • 제19권6호
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    • pp.35-38
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    • 2007
  • FTriphenylamine dye compound having diheteryl moiety was synthesized and its photoluminescent property was investigated. Organic luminescent materials have received great attentions due to potential application subjects onto full color image displays. In this context, the dye (III) for light emitting materials was synthesized using 2-(4-amino-2-hydroxyphenyl)benzoxazole (I) and 4,4'-diformyltriphenylamine (II). It is well known that the amino groups of compound (I) react with carbonyl groups, especially an aldehyde, to afford azomethine linkages. The dye shows bulish-green fluorescence property, which is anticipated for the light-emitting material for display devices. In this context, our aim is to synthesize diheteryl-substituted triphenylamine fluorescent dye as an emitting material. The spectroscopic characteristics and the fluorescent properties of this dye molecule were examined and determined.

New Donor Materials Based on Thiazole and Triphenylamine for Photovoltaic Devices

  • Ro, Tak-Kyun;Hong, Jong-In
    • Bulletin of the Korean Chemical Society
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    • 제33권9호
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    • pp.2897-2902
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    • 2012
  • New photovoltaic donor materials, 4,4'-(2,2'-bithiazole-5,5'-diyl)bis(N,N-diphenylbenzenamine) (BDT) and 4-(2,2'-bithiazol-5-yl)-N,N-diphenylbenzenamine (BT), were synthesized. A solution processable triphenylamine-containing bithiazole (BDT and BT) was blended with a [6,6]-phenyl $C_{61}$ butyric acid methyl ester (PCBM) acceptor to study the performance of small-molecule-based bulk heterojunction (BHJ) photovoltaic devices. Optimum device performance was achieved after annealing, for device with a BDT/PCBM ratio of 1:4. The open-circuit voltage, short-circuit current, and power conversion efficiency of the device with the aforementioned BDT/PCBM ratio were 0.51 V, 4.10 $mA\;cm^{-2}$, and 0.68%, respectively, under simulated AM 1.5 solar irradiation (100 $mW\;cm^{-2}$).

Synthesis and Characterization of Crosslinked Hole Transporting Polymers for Organic Light Emitting Diodes

  • Jang, Do-Young;Lim, Youn-Hee;Kim, Joo-Hyun;Kim, Jang-Joo;Shin, Jung-Hyu;Yoon, Do-Y.
    • 한국고분자학회:학술대회논문집
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    • 한국고분자학회 2006년도 IUPAC International Symposium on Advanced Polymers for Emerging Technologies
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    • pp.235-235
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    • 2006
  • Triphenylamine derivatives play important roles as hole transporting materials in organic light emitting devices. However, low molecular weight triphenylamine derivatives show low glass transition temperature and aggregation behavior, and the vapor deposition step of low molecular weight materials is incompatible with large area display fabrication. Conventional polymer PEDOT-PSS HTL has serious drawbacks such as the ITO anode corrosion, poor surface energy match with aromatic EMLs. To solve these problems, we introduced crosslinkable units to triphenylamine-based polymers to make insoluble HTL by thermal curing following spin-coating. Electrochemical and optical properties of the new hole transporting materials were investigated. In addition, the device characteristics obtained with new hole transporting polymers were investigated in details.

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Polymer-Attached Triphenylamine 양이온 라디칼의 합성 (Synthesis of Polymer-Attached Triphenylamine Cation Radical)

  • 차기혁;진명종
    • 공업화학
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    • 제5권3호
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    • pp.438-442
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    • 1994
  • 매우 유용한 양이온 라디칼인 trlphenylaminium hexachloroantimonate가 불용성 폴리머체에 정량적으로 접합되어졌다. 그 폴리머 양이온 라디칼은 딜스-알더 반응형태의 이분자화 반응에 촉매로서 효과적이었으며 여러번 재사용 되어질 수 있음을 알 수 있었다.

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분자배열된 4,4',4''-tris(N-(1-naphthyl)-N-phenylamino)-triphenylamine 박막 제조와 전기적 특성 (Formation and Current-voltage Characteristics of Molecularly-ordered 4,4',4''-tris(N-(1-naphthyl)-N-phenylamino)-triphenylamine film)

  • 강도순;최영선
    • 공업화학
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    • 제18권5호
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    • pp.506-510
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    • 2007
  • 전기적 특성을 가지는 4,4',4''-tris(N-(1-naphthyl)-N-phenylamino)-triphenylamine (1-TNATA)가 유기발광소자(OLED)에서 전극으로 사용되는 ITO (Indium Tin Oxide)와 홀 수송층(Hole Transport Layer, HTL) 사이에 박막으로 진공증착되었다. 분자배열이 잘 되어진 1-TNATA의 경우 ITO와 홀 수송층 사이의 계면에서 생기는 전하주입장벽을 줄임으로 소자의 안정성과 효율을 높여준다. 본 연구에서의 라만 스펙트라(Raman spectra) 분석 결과, 증착된 1-TNATA 박막의 열처리와 증착하는 동안 전자기장 처리에 의해서 박막이 집적되고 분자배열이 이루어짐을 확인하였다. 열처리를 한 경우 1-TNATA 박막으로의 전류 흐름이 25% 증가하였다. 또한, $110^{\circ}C$에서 열처리한 1-TNATA 박막으로 제조된 다층유기발광소자의 전원 효율과 발광효율이 향상되었다. 열처리한 박막이 전자기장으로 처리한 박막에 비해 높은 효율을 나타내었다.

트립티센 기반의 트리페닐아민 전자-주게 분자 합성 및 특성 분석 (Synthesis and Characterization of Triptycene-Based Triphenylamine Electron Donor Molecules)

  • 류영준;안병관
    • 한국전기전자재료학회논문지
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    • 제35권4호
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    • pp.359-365
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    • 2022
  • The development of efficient electron donor (or hole-transporting) molecules that can be used in various optoelectronic device fields is highly demanded. In this work, a novel class of triptycene-based three-dimensional (3D) triphenylamine (TI-TPA) derivatives with different end substituents was designed and prepared for transparent electron donor materials. Owing to the rigid 3D triptycene framework, the obtained TI-TPA derivatives had an amorphous morphology with high thermal decomposition temperature. The oxidation potential of these TI-TPA derivatives decreased as the electron donating strength of the end substituent increased. Among TI-TPA derivatives, TI-TPA-OMe exhibited the highest HOMO level (-5.31 eV) which is similar to that of Spiro-OMeTAD (-5.22 eV). In addition, TI-TPA-OMe was found to form a strong charge transfer complex with the triptycene-based acceptor TI-BQ, leading to a new absorption band at around 640 nm. These results can be applied for developing efficient electron donor materials that can mimic the advantages of the spiro-linked structure and TPA units of Spiro-OMeTAD.

동일한 발광기를 가진 저분자색소와 고분자물질의 유기 EL특성의 비교 (Comparison of organic EL characteristics of low mass dye and polymer material with the same chromophore)

  • 김동욱
    • 센서학회지
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    • 제8권2호
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    • pp.177-183
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    • 1999
  • 동일한 발광기능기를 가진 고분자물질, PU-BCN과 저분자물질 D-BCN은 다양한 구조의 EL소자에서 평가되었다. 발광기능기의 분자구조는 전자주입과 수송을 위한 두 개의 시아노기와 정공주입과 수송을 위한 두 개의 triphenylamin기로 구성된다. 두 개의 다른 종류의 물질인 PU-BCN과 D-BCN을 사용하여 다양한 종류의 EL소자가 만들어 졌는데 소자의 종류로는 Indium-tin oxide(ITO)/PU-BCN or D-BCN/MgAg 로 구성된 단층형 소자(SL) 그리고 ITO/PU-BCN or D-BCN/oxadiazole derivative/MgAg로 구성된 적층형 소자(DL-E) 그리고 OTO/triphenylamine derivative/D-BCN/MgAg 로 구성된 적층형 소자(DL-H)이다. 두종류의 물질, PU-BCN과 D-BCN은 높은 전류밀도에서 동일한 발광특성을 보였으며 단층형자에서 조차 뛰어난 EL특성을 보였다. 최대 EL 피이크는 약 640 nm 의 적색발광을 나타냈으며 형광 피이크와 일치했다.

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Synthesis and characterization of star-shaped imide compounds

  • Jeon, Eunju;Yoon, Tae-Ho
    • Rapid Communication in Photoscience
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    • 제1권1호
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    • pp.19-20
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    • 2012
  • Novel star-shaped imide compounds containing electron-donating triphenylamine and/or electron-withdrawing bis(trifluoromethyl)phenyl side groups were synthesized via a two-step process. First, 3,6-dibromo-benzene-1,2,4,5-tetracarboxylic acid (2B4BA) was reacted with 4-aminophenyl (diphenylamine) (ATPA) or 3,5-bis(trifluoromethyl)aniline (6FA) by imide reaction. Then, Suzuki coupling reaction was carried out on these compounds with 4-(N,N-diphenylamino)-1-phenyl boronic acid (BTPA) or 3,5-bis(trifluoromethyl)phenyl boronic acid (6FBB), resulting in 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[4-(diphenylamino) phenyl]-pyromellitimide (TPTPPI), 3,6-bis[3,5-bis(trifluoro methyl) phenyl]-N,N'-bis[3,5-bis(trifluoromethyl) phenyl]-pyro mellitimide (6F6FPI) or 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[3,5-bistrifluoromethyl)phenyl]-pyromellitimide (6FTPPI). The imide compounds obtained were characterized by NMR, FT-IR, DSC, TGA, melting point analyzer, EA, and solubility measurements. In addition, their optical and electrical properties were evaluated by fluorescence spectroscopy, UV-vis spectroscopy, and cyclic voltammetry (CV). 6F6FPI exhibited deep blue emission (443 nm), along with high $T_m$ ($382^{\circ}C$) and relatively high $T_g$ ($148^{\circ}C$).