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Creation of Molecular Glasses and Elucidation of the Relationship between Structures, and Properties and Functions

Research Project

Project/Area Number 08454224
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field 機能・物性・材料
Research InstitutionOsaka University

Principal Investigator

SHIROTA Yasuhiko  Osaka University, Faculty of Engineering, Professor, 工学部, 教授 (90029091)

Co-Investigator(Kenkyū-buntansha) NAKANO Hideyuki  Osaka University, Faculty of Engineering, Research Associate, 工学部, 助手 (00222167)
NOMA Naoki  Osaka University, Faculty of Engineering, Research Associate, 工学部, 助手 (70208388)
Project Period (FY) 1996 – 1997
Project Status Completed (Fiscal Year 1997)
Budget Amount *help
¥7,300,000 (Direct Cost: ¥7,300,000)
Fiscal Year 1997: ¥2,800,000 (Direct Cost: ¥2,800,000)
Fiscal Year 1996: ¥4,500,000 (Direct Cost: ¥4,500,000)
KeywordsMolecular Glass / Starburst Molecule / Glass-transition Temperature / Crystal Structure / Charge Transport / Photochromism / Positron Annihilation / Electroluminescent Device / ガラス形成能 / 陽電子消滅法 / starburst分子 / 置換基効果 / 有機エレクトロルミネッセンス素子
Research Abstract

For the purpose of creating molecular glasses, novel pi-electron starburst molecules and other pi-electron systems were designed and synthesized. They were found to readily form stable amorphous glasses with relatively high glass-transition temperatures. The relationship between molecular structures and glass-forming properties, and the stability and glass-transition temperature was investigated. X-Ray crystal structure analyzes of several compounds which form amorphous glasses provided information on the relationship between molecular structure and glass-forming property.
Charge transport in the molecular glass was investigated. Hole drift mobilities of several molecular glasses were determined and temperature and electric-field dependences of the hole drift mobility in the molecular glass were analyzed. As a result, valuable information on the relationship between molecular structure and charge transport properties was obtained. In addition, negative-electric field dependence of hole drift mobility was observed for the first time for the molecular glass.
Photochromism of an azobenzene derivative dispersed in a molecular glass was investigated in comparison with that dispersed in polystirene. In addition, positron annihilation lifetime in the molecular glass was determined. The results suggested that the local free volume in the molecular glass is smaller than that in polymer glasses.
Organic electroluminescent devices using molecular glasses were fabricated and their performances were investigated. Exciplex formation at the interface between hole- and electron-transport layrs was studied. It was shown that the emission color the device can be turned by using the exciplex emission.

Report

(3 results)
  • 1997 Annual Research Report   Final Research Report Summary
  • 1996 Annual Research Report
  • Research Products

    (65 results)

All Other

All Publications (65 results)

  • [Publications] S.Nomura, K.Nishimura, Y.Shirota: "Charge Transport in the Glassy State of Arylaldehyde and Arylketone Hydrazones" Thin Solid Films. 273. 27-34 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] I.Tsukushi, O.Yamamura, T.Ohta, T.Matsuo, H.Nakano, Y.Shirota: "Calorimetrie Study on Configurational Enthalpy and Low-energy Excitation of Ground Amorphous Solid and Liquid-quenched Glass of 1,3,5-Tri-α-naphthylbenzene" J.Phys.:Condens.Matter. 8. 245-255 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Kageyama, K.Itano, W.Ishikawa, Y.Shirota: "Striking Effects of Halogen Substituents on the Glass-forming Properties, Glass-Transition Temperatures and Stabilities of the Glassy State of a New Family of Amorphous Molecular Materials, 1,3,5-Tris(4-halogenophenylphenylamino)benzenes" J.Mater.Chem.6. 675-676 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Inada, Y.Yonemoto, T.Wakimoto, K.Imai, Y.Shirota: "Organic Electroluminescent Devices Using Novel Starburst Molecules, 1,3,5-Tris[4-(3-methylphenylphenylamino)phenyl]benzene and 4,4´,4″-Tris(3-methylphenylphenylamino)triphenylamine, as Hole Transport Materials" Mol.Cryst.Liq.Cryst.280. 331-336 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] M.Yoshiiwa, H.Kageyama, F.Wakaya, M.Takai, K.Gamo, Y.Shirota: "1,3,5-Tri[4-(tert-Butoxycarbonylmethoxy)phenyl]benzene as a Novel Flectron-beam Positive Resist for Nanometer Lithography" J.Photopolym.Sci.Technol.9. 57-58 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Nakano, K.Akamatsu, K.Moriwaki, Y.Shirota: "Photochromic Behavior of 4-Dimethylaminoazobenzene in the Molecular Glass of 4,4´,4″-Tris(3-methylphenylphenylamino)triphenylamine" Chem.Lett.1996(8). 701-702 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] E.-M.Han, L.-M.Do, M.Fujihira, H.Inada, Y.Shirota: "Scanning Force Microscopy of Organic Trin-Film Amorphous Hole Transport Materials" J.Appl.Phys.80(6). 3297-3305 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] M.Yoshiiwa, H.Kageyama, F.Wakasa, M.Takai, K.Gamo, Y.Shirota: "A Novel Clas of Low Molecular-weight Resists for Nanometer Lithography" Appl.Phys.Lett.69(17). 2605-2607 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] 樋口 章二、勝間 勝彦、城田 靖彦: "アモルファス分子材料:新規π電子系分子1,3,5-トリ(N-カルバゾリル)ベンゼンの合成とモルフォロジー変化" 高分子論文集. 53(12). 829-833 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] T.Noda, I.Imae, N.Noma, Y.Shirota: "5,5″-Bis {4-[bis(4-methylphenyl)amino]phenyl}-2.2´ : 5´,2″-terthiophene and 5,5′″-Bis{4-[bis(4-mrthylphenyl)-aminolphenyl}-2,2´ : 5´、2″ : 5″,2′″-quaterthiophene as a Novel Family of Amorphous Molecular Materials" Adv.Mater.9(3). 239-241 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] T.Noda, H.Ogawa, N.Noma, Y.Shirota: "A Novel Yellow-emitting Material, 5,5″-Bis{4-[bis(4-methylphenyl)amino]phenyl}-2,2´ : 5´,2″-terthiophene, for Organic Electroluminescent Devices" Appl.Phys.Lett.70(6). 699-701 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Nomura, Y.Shirota: "Concentration Dependence of the Activation Energy for the Hole Drift Mobility of 9-Ethylcarbazole-3-carbaldehyde Diphenylhydrazone Dispersed in Polycarbonate" Chem.Phys.Lett.268(5-6). 461-464 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Y.Shirota et al.: "Starburst Molecules Based on π-Electron Systems as Materials for Organic Electroluminescent Devices" J.Luminescence. 72-74. 985-991 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Sato, M.Furuichi, M.Yasno, D.Shiomi, K.Abe, T.Takui, K.Itoh, A.Higuchi, K.Katsuma, Y.Shirota: "Pulsed ESR/ENDOR and ESTN(electron spin transient nutation)Study of Polycationic High-spin States of One-and Two-Dimensional(diarylamino)benzenes" Synth.Met.85. 1719-1720 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Sato, M.Yano, M.Furuichi, D.Shiomi, T.Takui, K.Abe, K.Itoh, A.Higuchi, K.Katsuma, Y.Shirota: "Polycationic High-Spin States of One-and Two-Dimensional(Diarylamino)benzenes, Prototypical Model Units for Purely Organic Ferromagnetic Metals As Studied by Pulsed ESR/Electron Spin Transient Nutation Spectroscopy." J.Am.Chem.Soc.119(28). 6607-6613 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Itano, T.Tsuzuki, H.Ogawa, S.Appleyard, M.R.Willis, Y.Shirota: "Fabrication and Performances of a Double-Layer-Organic Electroluminescent Device Using a Novel Starburst Molecule, 1,3,5-Tris[N-(4-diphenylaminophenyl)phenylamino]benzene, as a Hole Transport Material and Tris(8-quinolinolato)aluminum as an Emitting Material" IEEE Transactions on Electron Devices. 44(8). 1218-1221 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] T.Noda, H.Ogawa, N.Noma, Y.Shirota: "A Novel Family of Amorphous Molecular Materials Contatining an Oligothiophene Moiety as Color-Tunable Emitting Materials for Organic Electroluminescent Devices" Adv.Mater.9(9). 720-722 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Kageyama, K.Ohnishi, S.Nomura, Y.Shirota: "Negative Electric-field Dependence of Hole Drift Mobility for a Molecular Glass of Tri(o-terphenyl-4-y1)amine" Chem.Phys.Lett.277. 137-141 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Ogawa, H.Inada, Y.Shirota: "Thermally Stable Organic Electroluminescent Device Using Novel Amorphous Molecular Charge-Transport Materials, 4,4´,4″-Tris[bis(4´-tert-buthylbiphenyl-4-yl)amino]-triphenylamine and 4,4´,4″-Tri(N-carbazolyl)triphenlamine" Macromol.Symp.125. 171-180 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Sakai, H.Kageyama, S.Nomura, H.Nakano, Y.ashirota: "Photo-and Electro-active Amophous Molecular Materials : Morphology, Structures, and Hole-Transport Properties of Tris[4-(2-thienyl)phenyl]amine" Mol.Cryst.Liq.Cryst.296. 445-463 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Itano, H.Ogawa, Y.Shirota: "Exciplex Formation at the Organic Solid-State Interface : Yellow Emission in Organic Loght-Emitting Diodes Using Green-fluorescent Tris(8-quinolinolato)aluminum and Hole-transporting Molecular Materials with Low Ionization Potentials" Appl.Phys.Lett.72(6). 636-638 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Ogawa, K.Ohnishi, Y, Shirota: "Tri(p-terphenyl-4-yl)amine as a Novel Blue-emotting Material for Organic Electroluminescent Devices" Synth.Met.91. 243-245 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Katsuma, Y.Shirota: "A Novel Class of π-Electron Dendrimers, 1,3,5-Tris{N-(4´-methylbiphenyl-4-yl)-N-(4-diphenylaminophenyl)-amino)benzene and 1,3,5-Tris{N-[4-bis(4-mehtylphenyl)aminophenyl]-N-4-diphenylaminophenyl)amino}-benzene, for Thermally and Mophologically Stable Amorphous Molecular Materials" Adv.Mater.10(3). 223-226 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Nomura, Y, Shirota: "Concentration Dependence of the Activation Energy for the Hole Drift Mobility of 9-Ethylcarbazole-3-carbaldehyde Hydrazones" Mol.Cryst.Liq.Cryst.(in press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] 城田 靖彦: "光機能性高分子材料の新展開「アモルファス分子材料」" シ-エムシ-, 52-62 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] 城田 靖彦: "光化学エネルギー変換 基礎と応用「アモルファス分子材料の光・電子機能とデバイスへの応用」" アイビ-シ-, 375-382 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Nomura, K.Nishimura, and Y.Shirota: "Charge Transport in the Glassy State of Arylaldehyde and Arylketone Hydrazones" Thin Solid Films. 273. 27-34 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] I.Tsukushi, O.Yamamuro, T.Ohta, T.Matsuo, H.Nakano, and Y.Shirota: "Calorimetrie Study on Configurational Enthalpy and Low-energy Excitation of Ground Amorphous Solid and Liquid-quenched Glass of 1,3,5-Tri-alpha-naphthylbenzene" J.Phys. : Condens.Matter.8. 245-255 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Kageyama, K.Itano, W.Ishikawa, and Y.Shirota: "Striking Effects of Halogen Substituents on the Glass-forming Properties, Glass-Transition Temperatures and Stabilities of the Glassy State of a New Family of Amorphous Molecular Materials, 1,3,5-Tris (4-halogenophenylphenylamino) benzenes" J.Mater.Chem.6. 675-676 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Inada, Y.Yonemoto, T.Wakimoto, K.Imai, and Y.Shirota: "Organic Electroluminescent Devices Using Novel Starburst Molecules, 1,3,5- Tris [4- (3-methylphenylphenylamino) phenyl] benzene and 4,4', 4"-Tris (3-methyl-phenylphenylamino) triphenylamine, as Hole Transport Materials" Mol.Cryst.Liq.Cryst.280. 331-336 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] M.Yoshiiwa, H.Kageyama, F,Wakaya, M.Takai, K.Gamo, and Y.Shirota: "1,3,5- Tri [4- (tert-Butoxycarbonylmethoxy) phenyl] benzene as a Novel Electron-beam Positive Resist for Nanometer Lithography" J.Photopolym.Sci.Technol.9. 57-58 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Nakano, K.Akamatsu, K.Moriwaki, and Y.Shirota: "Photochromic Behavior of 4-Dimethylaminoazobenzene in the Molecular Glass of 4,4', 4"-Tris (3-methylphenylphenylamino) triphenylamine" Chem.Lett.1996, No.8. 701-702 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] E.-M.Han, L.-M.Do, M.Fujihira, H.Inada, and Y.Shirota: "Scanning Force Nicroscopy of Organic Thin-Film Amorphous Hole Transport Materials" J.Appl.Phys.80, No.6. 3297-3305 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] M.Yoshiiwa, H.Kageyama, F.Wakasa, M.Takai, K.Gamo, and Y.Shirota: "A Novel Class of Low Molecular-weight Resists for Nanometer Lithography" Appl.Phys.Lett.69, No.17. 2605-2607 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] A.Higuchi, K.Katsuma, and Y.Shirota: "Amorphous Molecular Materials : Synthesis and Morphological Changes of a Novel Organic pi-Electron System, 1,3,5-Tri (N-carbazolyl) benzene" Kobunshi Ronbunshu. 53, No.12. 829-833 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] T.Noda, I.Imae, N.Noma, and Y.Shirota: "5,5"-Bis {4- [bis (4-methylphenyl) amino] phenyl} -2,2' : 5', 2"-terthiophene and 5,5*-Bis {4- [bis (4-methylphenyl) amino] phenyl} -2,2' : 5', 2" : 5", 2*-quaterthiophene as a Novel Family of Amorphous Molecular Materials" Adv.Mater.9, No.3. 239-241 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] T.Noda, H.Ogawa, N.Noma, and Y.Shirota: "A Novel Yellow-emitting Material, 5,5"-Bis {4- [bis (4-methylphenyl) amino] phenyl} -2,2' : 5', 2"-terthiophene, for Organic Electroluminescent Devices" Appl.Phys.Lett.70, No.6. 699-701 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Nomura and Y.Shirota: "Concentration Dependence of the Activation Energy for the Hole Drift Mobility of 9-Ethylcarbazole-3-carbaldehyde Diphenylhydrazone Dispersed in Polycarbonate" Chem.Phys.Lett.268, No.5-6. 461-464 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Y.Shirota, Y.Kuwabara, D.Okuda, R.Okuda, H.Ogawa, H.Inada, T.Wakimoto, H.Nakada, Y.Yonemoto, S.Kawami, and K.Imai: "Starburst Molecules Based on pi-Electron Systems as Materials for Organic Electroluminescent Devices" J.Luminescence. 72-74. 985-991 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Sato, M.Furuichi, M.Yasno, D.Shiomi, K.Abe, T.Takui, K.Itoh, A.Higuchi, K.Katsuma, and Y.Shirota: "Pulsed ESR/ENDOR and ESTN (electron spin transient nutation) Study of Polycationic High-spin States of One- and Two- Dimensional (diarylamino) benzenes" Synth.Met.85. 1719-1720 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Sato, M.Yano, M.Furuichi, D.Shiomi, T.Takui, K.Abe, K.Itoh, A.Higuchi, K.Katsuma, and Y.Shirota: "Polycationic High-Spin States of One- and Two-Dimensional (Diarylamino) benzenes, Prototypical Model Units for Purely Organic Ferromagnetic Metals As Studied by Pulsed ESR/Electron Spin Transient Nutation Spectroscopy" J.Am.Chem.Soc.119, No.28. 6607-6613 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Itano, T.Tsuzuki, H.Ogawa, S.Appleyard, M.R.Willis, and Y.Shirota: "Fabrication and Performances of a Double-Layr Organic Electroluminescent Device Using a Novel Starburst Molecule, 1,3,5-Tris [N- (4-diphenylaminophenyl) phenyl-amino] benzene, as a Hole Transport Material and Tris (8-quinolinolato) aluminum as an Emitting Material" IEEE Transactions on Electron Devices. 44, No.8. 1218-1221 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] T.Noda, H.Ogawa, N.Noma, and Y.Shirota: "A Novel Family of Amorphous Molecular Materials Containing an Oligothiophene Moiety as Color-Tunable Emitting Materials for Organic Electroluminescent Devices" Adv.Mater.9, No.9. 720-722 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Kageyama, K.Ohnishi, S.Nomura, and Y.Shirota: "Negative Electric-field Dependence of Hole Drift Mobility for a Molecular Glass of Tri (o-terphenyl-4-yl) amine" Chem.Phys.Lett.277. 137-141 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Ogawa, H.Inada, and Y.Shirota: "Thermally Stable Organic Electroluminescent Device Using Novel Amorphous Molecular Charge- Transport Materials, 4,4', 4"-Tris [bis (4'-tert-buthylbiphenyl-4-yl) -amino] triphenylamine and 4,4', 4"-Tri (N-carbazolyl) triphenlamine" Macromol.Symp.125. 171-180 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Sakai, H.Kageyama, S,Nomura, H.Nakano, and Y.Shirota: "Photo- and Electro-active Amorphous Molecular Materials : Morphology, Structures, and Hole-Transport Properties of Tris [4- (2-thienyl) phenyl] amine" Mol.Cryst.Liq.Cryst.296. 445-463 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Itano, H.Ogawa, and Y.Shirota: "Exciplex Formation at the Organic Solid-State Interface : Yellow Emission in Organic Light-Emitting Diodes Using Green-fluorescent Tris (8-quinolinolato) aluminium and Hole-transporting Molecular Materials with Low Ionization Potentials" Appl.Phys.Lett.72, No.6. 636-638 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Ogawa, K.Ohnishi, and Y.Shirota: "Tri (p-terphenyl-4-yl) amine as a Novel Blue-emitting Material for Organic Electroluminescent Devices" Synth.Met.91. 243-245 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Katsuma and Y.Shirota: "A Novel Class of p-Electron Dendrimers, 1,3,5-Tris {N- (4'-methylbiphenyl-4-yl) -N- (4-diphenylaminophenyl) amino} benzene and 1,3,5-Tris {N- [4-bis (4-methyl-phenyl) aminophenyl] -N-4-diphenylaminophenyl)amino} benzene, for Thermally and Morphologically Stable Amorphous Molecular Materials" Adv.Mater.10, No.3. 223-226 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Nomura and Y.Shirota: "Concentration Dependence of the Activation Energy for the Hole Drift Mobility of 9-Ethylcarbazole-3-carbaldehyde Hydrazones" Mol.Cryst.Liq.Cryst.(in press.).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Ogawa, R.Okuda, and Y.Shirota: "Exciplex Emission in an Organic Electroluminescent Device Using Electron-transporting 1,3,5-Tri (4-tert-butyl-1,3,4-oxadiazolyl) benzene and Hole-transporting N,N'-Bis (3-methylphenyl) -N,N'-diphenyl- [1,1'-biphenyl] -4,4'-diamine" Mol.Cryst.Liq.Cryst.(in press.).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Nomura, K.Nishimura, and Y.Shirota: "Charge Transport in the Supercooled Liquid State of Arylaldehyde Hydrazones" Mol.Cryst.Liq.Cryst.(in press.).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Nakano, E,Ueta, and Y.Shirota: "Amorphous Molecular Material : Synthesis, Structure, and Glass-forming Properties of a Novel Starburst Molecule, 1,3,5-Tris (phenyl-3-thienylamino) benzene" Mol.Cryst.Liq.Cryst.(in press.).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] T.Noda, I.Imae, N.Noma, Y.Shirota: "5,5"-Bis{4-[bis(4-methylphenyl)amino]phenyl}-2,2':5'.2"-terthiophene and 5,5"'-Bis{4-[bis(4-methylphenyl)-amino]phenyl}-2,2':5',2":5",2"'-quaterthiophene as a Novel Family of Amorphous Molecular Materials" Adv.Mater.9(3). 239-241 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] T.Noda, H.Ogawa, N.Noma, Y.Shirota: "A Novel Family of Amorphous Molecular Materials Containing an Oligothiophene Moiety as Color Tunable Emitting Materials for Organic Electroluminescent Devices" Adv.Mater.9(9). 720-722 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] H.Kageyama, K.Ohnishi, S.Nomura, Y.Shirota: "Negative Electric-field Dependence of Hole Drift Mobility for a Molecular Glass of Tri(o-terphenyl-4-yl)amine" Chem.Phys.Lett.277(1-3). 137-141 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] J.Sakai, H.Kageyama, S.Nomura, H.Nakano, Y.Shirota: "Photo-and Electro-active Amorphous Molecular Material:Morphology,Structures,and Hole Transport Properties of Tris[4-(2-thienyl)phenyl]amine" Mol.Cryst.Liq.Cryst.296. 445-463 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] K.Itano, H.Ogawa, Y.Shirota: "Exciplex Formation at the Organic Solid-State Interface:Yellow Emission in Organic Light-Emitting Diodes Using Green-fluorescent Tris(8-quinolinolate)aluminum and Hole-transporting Molecular Materials with Low Ionization Potentials" Appl.Phys.Lett.72(6). 626-638 (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] K.Katsuma, Y.Shirota: "A Novel Class of π-Electron Dendrimers,1,3,5-Tris{N-(4'-methylbiphenyl-4-yl)-N-(4-diohenylamino-phenyl)amino}benzene and 1,3,5-Tris{N-[4-bis(4-mehtylphenyl)aminophenyl]-N-4-diphenylaminophenyl}-amino}benzene,for Thermally and Morphologically Stable Amotphous Molecular Materials" Adv.Mater.10(3). 223-226 (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Nomura,K.Nishimura,Y.Shirota: "Charge Transport in the Glassy State of Arylaldehyde and Arylketone Hydrazones" Thin Solid Films. 273(1-2). 27-34 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] H.Kageyama,K.Itano,W.Ishikawa,Y.Shirota: "Striking Effects of Halogen Substituents on the Glass-forming Property,Glass-Transition Temperature and Stability of the Glassy State of a New Family of Amorphous Molecular Materials,1,3,5-Tris (4-halogenophenylphenylamino) benzenes" J.Mater.Chem.6(4). 675-676 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] H.Inada,Y.Yonemoto,T.Wakimoto,K.Imai,Y.Shirota: "Organic Electroluminescent Devices Using Novel Starburst Molecules,1,3,5-Tris [4- (3-methylphenylphenylamino) -phenyl] benzene and 4,4′,4″-Tris (3-methylphenylphenylamino) triphenylamine as Hole Transport Materials" Mol.Cryst.Liq.Cryst.280. 331-336 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] H.Nakano,K.Akamatsu,K.Moriwaki,Y.Shirota: "Photochromic Behavior of 4-Dimethylaminoazobenzene in the Molecular Glass of 4,4′,4″-Tris (3-methylphenylphenylamino) triphenylamine" Chem.Lett.(8). 701-702 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] 樋口、勝間、城田: "アモルファス分子材料:新規π電子系分子1,3,5-トリ(N-カルバゾリル)ベンゼンの合成とモルフォロジー変化" 高分子論文集. 53(12). 829-833 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] J.Sakai,H.Kageyama,S.Nomura,H.Nakano,Y.Shirota: "Photo- and Electro-active Amorphous Molecular Materials : Morphology,Structures,and Hole-Transport Properties of Tris [4- (2-thienyl) phenyl] amine" Mol.Cryst.Liq.Cryst.(in press). (1997)

    • Related Report
      1996 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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