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Investigation of electronic properties of carbazole dimer and their application for novel photofunctional materials.

Research Project

Project/Area Number 19550040
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionOsaka Kyoiku University

Principal Investigator

TANI Keita  Osaka Kyoiku University, 教育学部, 教授 (60207165)

Co-Investigator(Kenkyū-buntansha) HIGUCHI Hiroyuki  富山大学大学院, 理工学研究部, 教授 (00165094)
OHKITA Hideo  京都大学大学院, 工学研究科, 准教授 (50301239)
Project Period (FY) 2007 – 2008
Project Status Completed (Fiscal Year 2008)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2008: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2007: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
Keywordsカルバゾール / カルバゾロファン / 蛍光 / りん光 / エキシマー / ドナー-アクセプター / 光誘起電子移動 / 電荷移動 / カチオンラジカル二量体 / 渡環π-π相互作用 / ドナー-アクセプター系 / シクロファン / 酸化還元電位 / ドナーアクセプター
Research Abstract

光伝導性や青色発光などの興味ある光物性を有するカルバゾール発色団の二量化によって生じる電子物性を解明するために、本研究では2架橋系(1)および3架橋系のカルバゾロファン類(2)の合成を行った。(1), (2)の各種吸収スペクトルと発光スペクトルから、一重項および三重項エキシマー生成に関する知見が得られた。さらに、(1), (2)とペリレン、テレフタレートのようなアクセプター連結系を合成することもでき、これらの連結系における電荷移動相互作用や光誘起電子移動過程についても明らかにすることができた。

Report

(3 results)
  • 2008 Annual Research Report   Final Research Report ( PDF )
  • 2007 Annual Research Report
  • Research Products

    (40 results)

All 2009 2008 2007 Other

All Journal Article (16 results) (of which Peer Reviewed: 16 results) Presentation (23 results) Remarks (1 results)

  • [Journal Article] Comparative Studies on ElectronicSpectra and Redox Behaviors of Isomeric Benzo[1,2-b:4,5-b#]difurans and Benzo[1,2-b:5,4-b#]difurans.2009

    • Author(s)
      N. Hayashi, Y. Saito, H. Higuchi, K.Suzuki
    • Journal Title

      J. Phys. Chem. A 113

      Pages: 5342-5347

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Photophysical Properties of Tris-bridged [3.3.n](3,6,9)-Carbazolophanes.2009

    • Author(s)
      K. Tani, N. Sakumoto, K. Kubono, K. Hori, Y. Tohda, H. Benten, H. Ohkita,S. Ito and M. Yamamoto
    • Journal Title

      Chem. Lett. 38

      Pages: 140-141

    • NAID

      10025119106

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Photophysical Properties of Tris-bridged [3.3.n](3,6,9)Carbazolophanes2009

    • Author(s)
      Keita Tani
    • Journal Title

      Chemistry Letters 38

    • NAID

      10025119106

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A monoclinic polymorph of 4,4'-dichloro-2,2'-(piperazine-1,4-diyld imethylene)-diphenol.2008

    • Author(s)
      K. Kubono, Y. Tsuno, K. Tani and K.Yokoi
    • Journal Title

      Acta Crystallographica E64, o2446

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] 4,4'-Dichloro-2,2'-(piperazine-1,4-diyldimethylene)diphenol.2008

    • Author(s)
      K. Kubono, Y. Tsuno, K. Tani and K.Yokoi
    • Journal Title

      Acta Crystallographica E64, o2309

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] Supramolecular Chirogenesis in Weakly Interacting Hosts: Role of the Temperature, Structural and Electronic Factors in Enhancement of Chiroptical Sensitivity.2008

    • Author(s)
      V. Borovkov, T. Yamamoto, H. Higuchi,Y. Inoue
    • Journal Title

      Org. Lett. 10

      Pages: 1283-1286

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] The Octaethylporphyrin-Dihexylbithiophe ne Derivatives Combined with Pyridine and Pyrimidine Rings. Their Syntheses and Proton-Mediated and Heat-Driven Spectral Changes2008

    • Author(s)
      H. Higuchi, N. Hayashi, T.Matsukihira, T.Kawakami, T. Takizawa, J. Saito, K.Miyabayashi, M. Miyake
    • Journal Title

      Heterocycles 76

      Pages: 353-380

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] 4, 4'-Dichloro-2, 2'-(piperazine-1, 4-diyldimethylene)diphenol.2008

    • Author(s)
      Koji Kubono
    • Journal Title

      Acta Crystallographica E64

      Pages: 2446-2446

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The Octaethylporphyrin-Dihexylbithiophene Derivatives Combined withPyridine and Pyrimidine Rings. Their Syntheses and Proton-Mediated andHeat-Driven Spectral Changes2008

    • Author(s)
      Hiroyuki Higuchi
    • Journal Title

      Heterocycles 76

      Pages: 353-380

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Intramolecular Singlet and TripletExcimers of Triply Bridged[3.3.n](3,6,9)Carbazolophanes.2007

    • Author(s)
      H. Benten, J. Guo, H. Ohkita, *S. Ito,M. Yamamoto, N. Sakumoto, K. Hori, Y.Tohda, and K. Tani
    • Journal Title

      J. Phys. Chem. B 111

      Pages: 10905-10914

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Properties of Partially Overlapped [3.n](3,9)Carbazolophanes2007

    • Author(s)
      K. Tani, S. Yamamoto, K. Kubono,K.Hori, Y. Tohda, H. Takemura, Y.Nakamura, J. Nishimura, H. Benten, H.Ohkita, S. Ito, and M.Yamamoto
    • Journal Title

      36

      Pages: 460-461

    • NAID

      10018830157

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Properties of Partially Overlapped [3.n](3,9)Carbazolophanes2007

    • Author(s)
      Keita Tani
    • Journal Title

      Chemistry Letters 36

      Pages: 460-461

    • NAID

      10018830157

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Intramolecular Singlet and Triplet Excimers of Triply Bridged [3.3.n](3,6,9)-Carbazolonhanes2007

    • Author(s)
      Hiroaki Benten
    • Journal Title

      The Journal of Physical Chemistry B 111

      Pages: 10905-10914

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Orientation and Substituent Effects on the Properties of the Diacetylene-group Connected Octaethylporphyrin-dihexylbithiophene Derivatives(OEP-DHBTh-X)Carrying Electron-withdrawing Groups2007

    • Author(s)
      N. Hayashi
    • Journal Title

      Bull. Chem. Soc. Jpn. 80

      Pages: 371-386

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Electronic Properties of Dimeric Octaethylporphyin(OEP)Derivatives Spaced with ρ-Phenylene Group [OEP-(p-Phen)n-OEP]. A Comparative Study with Dihexylbithiophene(DHBTh)Group-Spaced OEP Dimers [OEP-(DHBTh)n-OEP]2007

    • Author(s)
      N.Hayashi
    • Journal Title

      Sci. Tec. Adv. Mat. 8

      Pages: 296-305

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis, Structure, and Properties of Benzoquinone Dimer and Trimers Bearing t-Bu Substituents2007

    • Author(s)
      N.Hayashi
    • Journal Title

      Org. Lett. 9

      Pages: 5417-5420

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Presentation] カルバゾールアミン体とハロゲン化アシル類との反応2009

    • Author(s)
      今福理沙・堀 一繁・任田康夫・辨天宏明・大北英生・伊藤紳三郎・山本雅英・谷 敬太
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2009-03-27
    • Related Report
      2008 Final Research Report
  • [Presentation] ペリレンジイミドを有するカルバゾール誘導体の合成と性質2009

    • Author(s)
      木村雄一郎・谷敬太・堀一繁・ 任田康夫・辨天宏明・大北英生・伊藤紳三郎・山本雅英
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2009-03-27
    • Related Report
      2008 Final Research Report
  • [Presentation] 機能を有するカルバゾール(カルバゾロファン)の合成と性質2008

    • Author(s)
      谷 敬太
    • Organizer
      第2回有機π電子系シンポジウム
    • Place of Presentation
      広島
    • Year and Date
      2008-12-06
    • Related Report
      2008 Final Research Report
  • [Presentation] カルバゾールあるいはカルバゾロファンアミン体とベンジルブロミド誘導体との反応2008

    • Author(s)
      今福理沙・堀 一繁・任田康夫・谷 敬太
    • Organizer
      第2回有機π電子系シンポジウム
    • Place of Presentation
      広島
    • Year and Date
      2008-12-05
    • Related Report
      2008 Final Research Report
  • [Presentation] カルバゾロファン-ペリレンジイミド連結系の合成と性質2008

    • Author(s)
      木村雄一郎・谷敬太・堀一繁・ 任田康夫・郭嘉謨・辨天宏明・大北英生・伊藤紳三郎・山本雅英
    • Organizer
      第2回π電子系シンポジウム
    • Place of Presentation
      広島
    • Year and Date
      2008-12-05
    • Related Report
      2008 Final Research Report
  • [Presentation] カルバゾール発色団を有するジアリールエテン誘導体のフォトクロミック特性と電導性スイッチング2008

    • Author(s)
      増崎皓哉・庄司健太郎・堀 一繁・任田 康夫・山本宗幸・辻岡 強・谷 敬太
    • Organizer
      第2回π電子系シンポジウム
    • Place of Presentation
      広島
    • Year and Date
      2008-12-05
    • Related Report
      2008 Final Research Report
  • [Presentation] [3.3](3,9)カルバゾロファン-尿素誘導体の合成と性質2008

    • Author(s)
      嶽佑輔・谷敬太・堀一繁・任田康夫・久保埜公二・郭嘉謨・辨天宏明・大北英生・伊藤紳三郎・山本雅英
    • Organizer
      第19回基礎有機化学討論会
    • Place of Presentation
      大阪
    • Year and Date
      2008-10-05
    • Related Report
      2008 Final Research Report
  • [Presentation] カルバゾールアミン体と臭化ベンジル誘導体との反応2008

    • Author(s)
      今福理沙・堀 一繁・任田康夫・郭 嘉謨・辨天宏明・大北英生・伊藤紳三郎・山本雅英・谷 敬太
    • Organizer
      第19回基礎有機化学討論会
    • Place of Presentation
      大阪
    • Year and Date
      2008-10-05
    • Related Report
      2008 Final Research Report
  • [Presentation] カルバゾロファン-ペリレンジイミド-カルバゾロファン連結分子の合成と性質2008

    • Author(s)
      木村雄一郎・谷敬太・堀一繁・任田康夫・郭嘉謨・辨天宏明・大北英生・伊藤紳三郎・山本雅英
    • Organizer
      第19回基礎有機化学討論
    • Place of Presentation
      大阪
    • Year and Date
      2008-10-05
    • Related Report
      2008 Final Research Report
  • [Presentation] NOVEL FLUOROIONOPHORES, [m.5](3,9)-CARBAZOLOPHANES, FOR THE DETECTION OF METAL ION.2008

    • Author(s)
      Keita Tani, Shinya Yamamoto, Ryota Murakami, Koji Kubono, Kazushige Hori,Yasuo Tohda, Hiroaki Benten,Hideo Ohkita,Shinzaburo Ito, and Masahide Yamamoto
    • Organizer
      XXII IUPAC Symposium on Photochemistry (ICP2008)
    • Place of Presentation
      Gothenburg (Sweden)
    • Year and Date
      2008-07-29
    • Related Report
      2008 Final Research Report
  • [Presentation] NOVEL FLUOROIONOPHORES, [m. 5](3, 9)CARBAZOLOPHANES, FOR THEDETECTION OF METAL ION2008

    • Author(s)
      Keita Tani
    • Organizer
      XXII IUPAC Symposium on Photochemistry
    • Place of Presentation
      Gothenburg
    • Year and Date
      2008-07-29
    • Related Report
      2008 Annual Research Report
  • [Presentation] Synthesis and Properties of [3.3.n](3,6,9)- Carbazolophanes.2008

    • Author(s)
      Keita Tani, Koji Kubono, Kazushige Hori, Yasuo Tohda, Hiroaki Benten,Jiamo Guo, Hideo Ohkita, and Shizaburo Ito, Masahide Yamamoto
    • Organizer
      ISNA-12
    • Place of Presentation
      Hyogo
    • Year and Date
      2008-07-23
    • Related Report
      2008 Final Research Report
  • [Presentation] 二架橋系カルバゾロファンの合成と性質2008

    • Author(s)
      青木慎治・谷 敬太・堀 一繁・任田康夫・郭 嘉謨・辨天宏明・大北英生・伊藤紳三郎・山本 雅英
    • Organizer
      第88回日本化学会春季年会
    • Place of Presentation
      東京
    • Year and Date
      2008-03-27
    • Related Report
      2008 Final Research Report
  • [Presentation] 溶媒極性に応答するジオキサ[3.3](3,6)カルバゾロファンの分子内エキシマー生成2008

    • Author(s)
      山中翔・久田研次・堀 照夫・谷 敬太
    • Organizer
      第87回日本化学会春季年会
    • Place of Presentation
      東京
    • Year and Date
      2008-03-27
    • Related Report
      2008 Final Research Report
  • [Presentation] カルバゾロファン-ペリレンジイミド連結系の合成と性質2007

    • Author(s)
      青木慎治・谷敬太・堀一繁・任田康夫
    • Organizer
      第1回π電子系シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2007-12-07
    • Related Report
      2008 Final Research Report
  • [Presentation] イミノ基を有するカルバゾロファンの合成と金属イオン存在下での発光挙動2007

    • Author(s)
      谷 敬太・梶 敬一・中川小百合・久保埜公二・堀 一繁・任田康夫・辨天宏明・大北英生・伊藤紳三郎・山本雅英
    • Organizer
      構造有機化学討論会
    • Place of Presentation
      北海道
    • Year and Date
      2007-10-27
    • Related Report
      2008 Final Research Report
  • [Presentation] 酸素架橋型[3.5](3,9)カルバゾロファンのブロモおよびフェニル体の合成と性質2007

    • Author(s)
      嶽佑輔・谷敬太・堀一繁・任田康夫・郭嘉謨・辨天宏明・大北英生・伊藤紳三郎・山本雅英
    • Organizer
      第37回構造有機化学討論会
    • Place of Presentation
      北海道
    • Year and Date
      2007-10-27
    • Related Report
      2008 Final Research Report
  • [Presentation] フェニル基を有する部分重なり型[3.3](3,9)カルバゾロファン-テレフタレート連結系の合成と性質2007

    • Author(s)
      青木慎治・谷敬太・堀一繁・任田康夫・郭嘉謨・辨天宏明・大北英生・伊藤紳三郎・山本雅英
    • Organizer
      第37回構造有機化学討論会
    • Place of Presentation
      北海道
    • Year and Date
      2007-10-27
    • Related Report
      2008 Final Research Report
  • [Presentation] Synthesis and Properties of [3.3](3,9)Carbazolophane-Acceptor Dyads.2007

    • Author(s)
      Keita Tani, Kunihiko Sako, Kazushige Hori,Yasuo Tohda, Hiroaki Benten, Jiamo Guo,Hideo Ohkita, Shizaburo Ito, and Masahide Yamamoto
    • Organizer
      XXI IUPAC Symposium on Photochemistry (ICP2007)
    • Place of Presentation
      Cologne (Germany)
    • Year and Date
      2007-08-02
    • Related Report
      2008 Final Research Report
  • [Presentation] Synthesis and Photophysical Properties of Carbazole-Benzoquinone System.2007

    • Author(s)
      Shinji Aoki, Keita Tani, Kazushige Hori,Yasuo Tohda, Hiroaki Benten, Jiamo Guo,Hideo Ohkita,Shinzaburo Ito, and Masahide Yamamoto
    • Organizer
      XXI IUPAC Symposium on Photochemistry (ICP2007)
    • Place of Presentation
      Cologne (Germany)
    • Year and Date
      2007-08-02
    • Related Report
      2008 Final Research Report
  • [Presentation] Intramolecular Singlet and Triplet Excimers of Fuliy-Overlapped Carbazolophanes.2007

    • Author(s)
      Hiroaki Benten, Jiamo Guo, Hideo Ohkita,Shizaburo Ito, and Masahide Yamamoto, and Keita Tani
    • Organizer
      XXI IUPAC Symposium on Photochemistry(ICP2007)
    • Place of Presentation
      Cologne (Germany)
    • Year and Date
      2007-07-31
    • Related Report
      2008 Final Research Report
  • [Presentation] Synthesis and Properties of [3.3.n](3,6,9)Carbazolophanes.2007

    • Author(s)
      Keita Tani
    • Organizer
      ISNA-12
    • Place of Presentation
      Awaji Yumebutai Inter-national Conference Center
    • Year and Date
      2007-07-23
    • Related Report
      2007 Annual Research Report
  • [Presentation] 重なり型カルバゾロファンとペリレンジイミドを有するDD-A-DD 連結系の合成と性質2007

    • Author(s)
      青木慎治・谷敬太・堀一繁・任田康夫・郭嘉謨・辨天宏明・大北英生・伊藤紳三郎・山本雅英
    • Organizer
      2007年光化学討論会
    • Place of Presentation
      長野
    • Related Report
      2008 Final Research Report
  • [Remarks] 大阪教育大学リポジトリ

    • URL

      http://ir.lib.osaka-kyoiku.ac.jp/dspace/

    • Related Report
      2008 Final Research Report

URL: 

Published: 2007-04-01   Modified: 2016-04-21  

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