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Elucidation and Functionalization of Carbazole Derivatives with Planar Chilarity

Research Project

Project/Area Number 25410040
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Organic chemistry
Research InstitutionOsaka Kyoiku University

Principal Investigator

Tani Keita  大阪教育大学, 教育学部, 教授 (60207165)

Co-Investigator(Kenkyū-buntansha) KUBONO KOJI  大阪教育大学, 教育学部, 教授 (00269531)
MORI TADASHI  大阪大学, 工学(系)研究科(研究院), 准教授 (70311769)
Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywordsカルバゾール発色団 / カルバゾロファン / シクロファン / 面不斉 / エキシマー / ホール輸送 / カルバゾールポリマー / カルバゾール / 光学分割
Outline of Final Research Achievements

Various carbazolophane derivatives have been synthesized to investigate photophysical and electronic properties of carbazole chromophore. Among these cyclophanes, optical resolution of [3.n](3,9)carbazolophanes, where n = 2 or 3, was carried out and their chiroptical properties were examined. Geometry of carbazole ring in oxa-bridged [3.3](3,6) carbazolophane was partially overlapped in less polar solvents, while it was fullly overlapped in polar solvents. Reflecting these geometrical features, fluorescence spectra of oxa-bridged carbazolophane showed monomeric emission in less polar solvents, while excimeric emission in polar solvents. To develop novel carbazole based hole transport materials, which has no trapping site, their model systems were synthesized and found out that their radical polymerization proceeded.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (27 results)

All 2016 2015 2014 2013 2012 Other

All Journal Article (3 results) (of which Peer Reviewed: 3 results,  Open Access: 1 results) Presentation (22 results) (of which Invited: 1 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Dynamical Excimer Formation in Rigid Carbazolophane via Charge Transfer State2013

    • Author(s)
      Tamai, Y.; Ohkita, H.; Shimada, J.; Benten, H.; Ito, S.; Yamanaka, S.; Hisada, K.; Tani, K.; Kubono, K.; Shinmyozu, T.
    • Journal Title

      J. Phys. Chem. A

      Volume: 117 Issue: 33 Pages: 7776-7785

    • DOI

      10.1021/jp402126a

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Di-μ2-acetato-1:2κ2O:O';2:3κ2O:O'-bis{μ2-4,4'-dichloro-2,2'-[2,2-dimethyl-1,3-propanediylbis(nitrilomethylidyne]diphenolato}-1:2κ6O,N,N',O':O,O';2:3κ6O,O':O,N,N',O-tricadmium2013

    • Author(s)
      Koji Kubono, Keita Tani, Kunihiko Yokoi, Teruo Shinmyozu and Kenta Goto
    • Journal Title

      Acta Crystallographica

      Volume: E69 Issue: 12 Pages: m629-m630

    • DOI

      10.1107/s1600536813029413

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Di-・2-acetato-1:2・2O:O';2:3・2O:O'-bis{・2-4,4'-dichloro-2,2'-[2,2-dimethyl-1,3-propanediyl-bis(nitrilomethylidyne)]diphenolato}-1:2・6O,N,N',O':O,O';2:3・6O,O':O,N,N',O-tricopper(II)2012

    • Author(s)
      Koji Kubono, Keita Tani, Kunihiko Yokoi
    • Journal Title

      Acta Crystallographica

      Volume: E68 Issue: 11 Pages: 1545-1547

    • DOI

      10.1107/s1600536812044315

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Open Access
  • [Presentation] ヘキシル基を有する[3.n](3,9)カルバゾロファン誘導体の合成と性質2016

    • Author(s)
      中野雅也・宮永香苗・谷敬太・堀一繁・久保埜公二・五島健太・谷文都・武村裕之
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学(京都府京田辺市)
    • Year and Date
      2016-03-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] Synthesis and properties of acrylamide polymers having carbazole moieties2015

    • Author(s)
      Keita Tani , Kazushige Hori, Keita Sakakibara, Yoshinobu Tsujii
    • Organizer
      Pacifichem 2015
    • Place of Presentation
      ホノルル(アメリカ合衆国)
    • Year and Date
      2015-12-18
    • Related Report
      2015 Annual Research Report
  • [Presentation] Synthesis and Properties of [3.5](3,9)Carbazolophane Derivatives2015

    • Author(s)
      Keita Tani, Miho Asai, Kazushige Hori, Koji Kubono, Hiroyuki Takemura, Keita Sakakibara, Yoshinobu Tsujii
    • Organizer
      Pacifichem 2015
    • Place of Presentation
      ホノルル(アメリカ合衆国)
    • Year and Date
      2015-12-08
    • Related Report
      2015 Annual Research Report
  • [Presentation] Synthesis and photophysical properties of partially and fully overlapped [3.3](3,9)carbazolophane-alcohol derivatives2015

    • Author(s)
      Kazushige Hori, Koji Kubono, Keita Tani, Keita Sakakibara, Yoshinobu Tsujii
    • Organizer
      Pacifichem 2015
    • Place of Presentation
      ホノルル(アメリカ合衆国)
    • Year and Date
      2015-12-08
    • Related Report
      2015 Annual Research Report
  • [Presentation] [3.5](3,9)カルバゾファンの6,6’位に置換基を有する誘導体の合成と性質2015

    • Author(s)
      浅井美穂・堀 一繁・谷 敬太・久保埜公二・榊原圭太・辻井敬亘・武村裕之
    • Organizer
      第26回基礎有機化学討論会
    • Place of Presentation
      愛媛大学・松山大学(愛媛県松山市)
    • Year and Date
      2015-09-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] アミノアルコールで架橋した完全および部分重なり型[3.3](3,9)カルバゾロファンの合成と性質2015

    • Author(s)
      八嶋徹・谷敬太・堀一繁・久保埜公二・五島健太・谷文都・榊原圭太・辻井敬亘
    • Organizer
      第26回基礎有機化学討論会
    • Place of Presentation
      愛媛大学・松山大学(愛媛県松山市)
    • Year and Date
      2015-09-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] Synthesis and Photophysical Propertiesof Partially and Fully Overlapped [3.3](3,9)Carbazolophane -alcohol Derivatives2015

    • Author(s)
      Toru Yashima, Kazushige Hori, Koji Kubono, Keita Tani, Keita Sakakibara, Yoshinobu Tsujii
    • Organizer
      ISNA-16
    • Place of Presentation
      マドリッド(スペイン)
    • Year and Date
      2015-07-09
    • Related Report
      2015 Annual Research Report
  • [Presentation] 部分重なり型[3.3](3,9)カルバゾロファンを持つメタクリルエステルのラジカル重合2015

    • Author(s)
      八嶋徹・谷敬太・堀一繁・久保埜公二・榊原圭太・辻井敬亘
    • Organizer
      第64回高分子学会年次大会
    • Place of Presentation
      札幌コンベンションセンター(北海道札幌市)
    • Year and Date
      2015-05-28
    • Related Report
      2015 Annual Research Report
  • [Presentation] [3.5](3,9)カルバゾロファン部位を持つメタクリルエステルのラジカル重合2015

    • Author(s)
      浅井美穂・谷敬太・堀一繁・久保埜公二・榊原圭太・辻井敬亘・武村裕之
    • Organizer
      第64回高分子学会年次大会
    • Place of Presentation
      札幌コンベンションセンター(北海道札幌市)
    • Year and Date
      2015-05-28
    • Related Report
      2015 Annual Research Report
  • [Presentation] 堅固な構造を有する[3.3](3,9)カルバゾロファン誘導体の合成とポリマー化2015

    • Author(s)
      八嶋徹・谷敬太・堀一繁・久保野公二・五島健太・新名主輝男・榊原圭太・辻井敬亘
    • Organizer
      第95回日本化学会春季年会
    • Place of Presentation
      日本大学
    • Year and Date
      2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] [3.5](3,9)カルバゾロファン誘導体の合成とポリマー化2015

    • Author(s)
      浅井美穂・大神風子・谷敬太・榊原圭太・辻井敬亘
    • Organizer
      第95回日本化学会春季年会
    • Place of Presentation
      日本大学
    • Year and Date
      2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] カルバゾロファンを有するアクリルアミド誘導体のラジカル重合2014

    • Author(s)
      八嶋徹・谷敬太・加藤陽香・榊原圭太・辻井敬亘
    • Organizer
      第63回高分子討論会
    • Place of Presentation
      長崎大学
    • Year and Date
      2014-09-24
    • Related Report
      2014 Research-status Report
  • [Presentation] N-アルキルカルバゾール部位を有するメタクリルエステル誘導体の合成とポリマー化2014

    • Author(s)
      浅井美穂・大神風子・谷敬太・榊原圭太・辻井敬亘
    • Organizer
      第63回高分子討論会
    • Place of Presentation
      長崎大学
    • Year and Date
      2014-09-24
    • Related Report
      2014 Research-status Report
  • [Presentation] カルバゾロファンを有するアクリルアミド誘導体のポリマー化2014

    • Author(s)
      八嶋徹・谷敬太・堀一繁・久保野公二・五島健太・新名主輝男・榊原圭太・ 辻井敬亘
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学川内北キャンパス
    • Year and Date
      2014-09-07
    • Related Report
      2014 Research-status Report
  • [Presentation] カルバゾール部位とメタクリルエステル連結系のラジカル重合2014

    • Author(s)
      浅井美穂・大神風子・谷敬太・堀一繁・榊原圭太・辻井敬亘
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学
    • Year and Date
      2014-09-07
    • Related Report
      2014 Research-status Report
  • [Presentation] カルバゾール発色団を2つ有するアクリルアミド誘導体のラジカル重合2014

    • Author(s)
      谷 敬太・坂田直弥・榊原圭太・辻井敬亘
    • Organizer
      第63回高分子学会年次大会
    • Place of Presentation
      名古屋国際会議場
    • Year and Date
      2014-05-29
    • Related Report
      2014 Research-status Report
  • [Presentation] Synthesis and Properties of Triply Bridged Carbazolophane Derivatives Having Aryl Substituents at Bridge Moieties

    • Author(s)
      Fuko Ogami, Keita Tani
    • Organizer
      15th International Symposium on Novel Aromatic Compounds (ISNA-15)
    • Place of Presentation
      台北(台湾)
    • Related Report
      2013 Research-status Report
  • [Presentation] Synthesis and Properties of Partially Overlapped [3.3](3,9)Carbazolophane-amide Derivatives

    • Author(s)
      Keita Tani
    • Organizer
      15th International Symposium on Novel Aromatic Compounds (ISNA-15)
    • Place of Presentation
      台北(台湾)
    • Related Report
      2013 Research-status Report
  • [Presentation] カルバゾール部位を有するポリアクリルアミド誘導体の合成と性質

    • Author(s)
      大神風子・久保埜公二・谷敬太
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      学習院大学
    • Related Report
      2013 Research-status Report
  • [Presentation] カルバゾール部位を有するメタクリルエステル誘導体の合成とポリマー化

    • Author(s)
      大神風子・谷敬太
    • Organizer
      第94回日本化学会春季年会
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Research-status Report
  • [Presentation] カルバゾールを有するアクリルアミド誘導体のラジカル重合

    • Author(s)
      坂田直弥・谷敬太
    • Organizer
      第62回高分子討論会
    • Place of Presentation
      金沢大学
    • Related Report
      2013 Research-status Report
  • [Presentation] Carbazole Cyclophanes: Synthesis and Application

    • Author(s)
      Keita Tani
    • Organizer
      Invitation from De La Salle University
    • Place of Presentation
      Manila (Philippine)
    • Related Report
      2013 Research-status Report
    • Invited
  • [Patent(Industrial Property Rights)] カルバゾール誘導体、および有機発光素子2014

    • Inventor(s)
      宮碕 栄吾・石井 寛人・谷 敬太・堀 一繁
    • Industrial Property Rights Holder
      宮碕 栄吾・石井 寛人・谷 敬太・堀 一繁
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2013-273385
    • Filing Date
      2014-12-27
    • Related Report
      2014 Research-status Report
  • [Patent(Industrial Property Rights)] 1-ニトロ-3,6-置換カルバゾール、その製造方法および1-アミノカルバゾールの製造方法2013

    • Inventor(s)
      谷 敬太、堀 一繁
    • Industrial Property Rights Holder
      谷 敬太、堀 一繁
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2013-215073
    • Filing Date
      2013-10-15
    • Related Report
      2013 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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