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Construction of Library of Molecular Arrangements Consisting of Tetracene Derivatives having Substituents and Investigation of their Optical Properties

Research Project

Project/Area Number 15K05482
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Functional solid state chemistry
Research InstitutionThe University of Shiga Prefecture

Principal Investigator

KITAMURA Chitoshi  滋賀県立大学, 工学部, 教授 (60295748)

Project Period (FY) 2015-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2017: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2016: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2015: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywords光物性 / 芳香族炭化水素 / 構造物性相関 / テトラセン / 側鎖 / 固体色調 / 分子配列 / 分子間相互作用 / X線結晶構造解析
Outline of Final Research Achievements

To clarify the mechanism between the molecular arrangement and the solid-state optical properties, molecular libraries consisting of diesteretetracene (having ester groups on outside benzene ring) and dialkynyltetracene (having alkynyl groups on inside benzene ring). The former of which contained propyl and butyl ester groups. In the latter of which, the carbon number was ranging from 5 to 10. Absorption spectra in the solid state and X-ray crystallographic analysis were researched. From the X-ray analysis of dialkylnyltetracenes, it was revealed that the molecules with smaller carbon number took more effective pi-overlap in the crystal.

Report

(4 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • 2015 Research-status Report
  • Research Products

    (32 results)

All 2018 2017 2016 2015 Other

All Journal Article (13 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 13 results,  Open Access: 5 results,  Acknowledgement Compliant: 10 results) Presentation (17 results) (of which Int'l Joint Research: 3 results) Book (1 results) Remarks (1 results)

  • [Journal Article] Construction of new fluorophores by Diels-Alder reaction of Diacenaphthothiophenes2017

    • Author(s)
      Yuma Yamamoto, Yoshiaki Fukuoka, Jun-ichi Nishida, Chitoshi Kitamura, Takeshi Kawase
    • Journal Title

      Tetrahedron

      Volume: 73 Issue: 38 Pages: 5725-5730

    • DOI

      10.1016/j.tet.2017.08.016

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Crystal structures of 1-hydroxy-4-propyloxy-9,10-anthraquinone and its acetyl derivative2017

    • Author(s)
      Hidemi Nakagawa, Chitoshi Kitamura
    • Journal Title

      Acta Crystallographica Section E

      Volume: 73 Issue: 12 Pages: 1845-1849

    • DOI

      10.1107/s2056989017015973

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] 3,14-Bis(4-formylphenyl)-17,17-di(n-pentyl)tetrabenzo[a,c,g,i]fluorine showing solvatochromism and crystallochromism in fluorescence2017

    • Author(s)
      Masanori Ueki, Yusuke Kimura, Yuma Yamamoto, Jun-ich Nishida, Chitoshi Kitamura, Mirai Tanaka, Hiroshi Ikeda, Takeshi Kawase
    • Journal Title

      Tetrahedron

      Volume: 73 Issue: 8 Pages: 1170-1176

    • DOI

      10.1016/j.tet.2017.01.014

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] π-Extended fluoranthene imide derivatives: synthesis, structures, and electronic and optical properties2017

    • Author(s)
      Ikumi Kawajiri, Masaya Nagahara, Hiroyuki Ishikawa, Yuma Yamamoto, Jun-ichi Nishida, Chitoshi Kitamura, Takeshi Kawase
    • Journal Title

      Canadian Journal of Chemistry

      Volume: 95 Issue: 4 Pages: 371-380

    • DOI

      10.1139/cjc-2016-0488

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Chiral Pyridinium Phosphoramide as Dual Brønsted Acid Catalyst for Enantioselective Diels-Alder Reaction2016

    • Author(s)
      Yasuhiro Nishikawa, Saki Nakano, Yuu Tahira, Kanako Terazawa, Ken Yamazaki, Chitoshi Kitamura and Osamu Hara
    • Journal Title

      Organic Letters

      Volume: 18 Issue: 9 Pages: 2004-2007

    • DOI

      10.1021/acs.orglett.6b00608

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] 4-(3-Bromopropyloxy)-1-hydroxy-9,10-anthraquinone2016

    • Author(s)
      Natsumi Ohira, Munenori Takehara, Yoshinori Inoue, and Chitoshi Kitamura
    • Journal Title

      IUCrData

      Volume: 1 Issue: 5

    • DOI

      10.1107/s2414314616007537

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] 1,4-Dihydroxy-2,3-dinitro-9,10-anthraquinone2016

    • Author(s)
      Wataru Furukawa, Munenori Takehara, Yoshinori Inoue, and Chitoshi Kitamura
    • Journal Title

      IUCrData

      Volume: 1 Issue: 6

    • DOI

      10.1107/s2414314616009068

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] 2,3-Diphenylphenanthro[9,10-b]furan derivatives as new blue fluorophores2016

    • Author(s)
      Taketo Kojima, Ikumi Kawajiri, Jun-ichi Nishida, Chitoshi Kitamura, Hiroyuki Kurata, Mirai Tanaka, Hiroshi Ikeda, Takeshi Kawase
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 89 Issue: 8 Pages: 931-940

    • DOI

      10.1246/bcsj.20160093

    • NAID

      130006770681

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Fulvalene derivatives containing a tetrabenzofluorene unit: new nonplanar fulvalenes with high electron affinity2016

    • Author(s)
      Kenta Yamada, Hiroshi Shibamoto, Yusuke Tanigawa, Hiroyuki Ishikawa, Jun-ichi Nishida, Chitoshi Kitamura, Hiroyuki Kurata, Takeshi Kawase
    • Journal Title

      Synlett

      Volume: 27 Issue: 14 Pages: 2085-2090

    • DOI

      10.1055/s-0035-1561478

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] 2,7,10,13-Tetra-tert-butyl-N-phenylacenaphtho[1,2-j]fluoranthene-4,5-dicarboximide2016

    • Author(s)
      Hiroaki Ozoe, Chitoshi Kitamura, Jun-ichi Nishida, and Takeshi Kawase
    • Journal Title

      IUCrData

      Volume: 1 Issue: 3

    • DOI

      10.1107/s2414314616004739

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Solid-State Optical Properties and Crystal Structures of 1,4-Dipropoxy-9,10-anthraquinone Polymorphs2015

    • Author(s)
      Chitoshi Kitamura, Sining Li, Munenori Takehara, Yoshinori Inoue, Katsuhiko Ono, Takeshi Kawase, and Kazuhiro J. Fujimoto
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 印刷中 Issue: 5 Pages: 713-715

    • DOI

      10.1246/bcsj.20140406

    • NAID

      130005069512

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Crystal structure of 1,4-diethoxy-9,10-anthraquinone2015

    • Author(s)
      Chitoshi Kitamura, Sining Li, Munenori Takehara, Yoshinori Inoue, Katsuhiko Ono, and Takeshi Kawase
    • Journal Title

      Acta Cryst. Sect. E

      Volume: 71 Issue: 7 Pages: o504-o505

    • DOI

      10.1107/s2056989015011901

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] syn-Dicyclopenta[b,g]naphthalene-1,8-dion and its Tetracycanoquinodimethane Derivative: — New Electron Acceptors Bearing a -Extended Indacene Unit —2015

    • Author(s)
      Hironobu Irie, Jun-ichi Nishida, Chitoshi Kitamura, Hiroyuki Kurata, and Takeshi Kawase
    • Journal Title

      Chem. Lett.

      Volume: 44 Issue: 12 Pages: 1747-1749

    • DOI

      10.1246/cl.150915

    • NAID

      130005112525

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Presentation] 置換テトラセンおよびビテトラセン誘導体の合成と性質2018

    • Author(s)
      辻航平, 加藤真一郎, 北村千寿
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 5,6,11,12,17,18-ヘキサヒドロキシトリナフチレン誘導体の合成と性質2018

    • Author(s)
      西田圭吾, 加藤真一郎, 小野克彦, 北村千寿
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 2,3-ジニトロキニザリンによる金属カチオン応答性の検討2018

    • Author(s)
      中川秀美, 竹原宗範, 加藤真一郎, 丸尾雅啓, 北村千寿
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 可溶性ビテトラセンの合成と性質2017

    • Author(s)
      北村千寿, 本田匡, 小野克彦, 西田純一, 川瀬毅
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] ジインデノテトラセン二量体の合成と性質2017

    • Author(s)
      辻航平, 川瀬毅, 西田純一, 小野克彦, 北村千寿
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] 2,3-ジニトロキニザリンの合成と溶媒依存光物性2017

    • Author(s)
      中川秀美, 竹原宗範, 加藤真一郎, 丸尾雅啓, 小野克彦, 藤本和宏, 北村千寿
    • Organizer
      第28回基礎有機化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] ナフトキノン環化三量体の誘導体の合成と性質2017

    • Author(s)
      西田圭吾, 加藤真一郎, 小野克彦, 北村千寿
    • Organizer
      第11回有機π電子系シンポジウム
    • Related Report
      2017 Annual Research Report
  • [Presentation] 2,3-ジニトロキニザリンの溶液中の光物性2017

    • Author(s)
      中川秀美, 竹原宗範, 加藤真一郎, 丸尾雅啓, 北村千寿
    • Organizer
      第11回有機π電子系シンポジウム
    • Related Report
      2017 Annual Research Report
  • [Presentation] 可溶性ビテトラセン誘導体の合成と性質2016

    • Author(s)
      本田匡, 小野克彦, 西田純一, 川瀬毅, 北村千寿
    • Organizer
      第10回有機π電子系シンポジウム
    • Place of Presentation
      京都・あうる京北 京都府立ゼミナールハウス
    • Year and Date
      2016-12-15
    • Related Report
      2016 Research-status Report
  • [Presentation] 二量体アントラキノン/アントラセンの構造と物性におけるアルコキシ基の置換基効果2016

    • Author(s)
      平松勇人, 古川渉, 西田純一, 川瀬毅, 小野克彦, 北村千寿
    • Organizer
      第25回有機結晶シンポジウム
    • Place of Presentation
      京都大学大学院人間・環境学研究科地下大講堂
    • Year and Date
      2016-09-18
    • Related Report
      2016 Research-status Report
  • [Presentation] 5,12-ジアルキニルテトラセン誘導体の合成と性質2016

    • Author(s)
      本田匡, 高垣美里, 北村千寿, 川瀬毅, 西田純一,小野克彦
    • Organizer
      第25回有機結晶シンポジウム
    • Place of Presentation
      京都大学大学院人間・環境学研究科地下大講堂
    • Year and Date
      2016-09-18
    • Related Report
      2016 Research-status Report
  • [Presentation] アルコキシ基を有するアントラキノン/アントラセン二量体の合成と性質2016

    • Author(s)
      平松勇人, 古川渉, 竹原宗範, 井上吉教, 北村千寿, 西田純一, 川瀬毅, 小野克彦
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学京田辺キャンパス
    • Year and Date
      2016-03-24
    • Related Report
      2015 Research-status Report
  • [Presentation] 可溶性2-ブロモテトラセン誘導体の合成と性質2016

    • Author(s)
      本田匡, 竹原宗範, 井上吉教, 北村千寿, 川瀬毅
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学京田辺キャンパス
    • Year and Date
      2016-03-24
    • Related Report
      2015 Research-status Report
  • [Presentation] Solid-state optical properties and crystal structures of 1,4-dipropoxy-9,10-anthraquinone polymorphs2015

    • Author(s)
      Chitoshi Kitamura, Sining Li, Munenori Takehara, Yoshinori Inoue, Katsuhiko Ono, Takeshi Kawase, and Kazuhiro J. Fujimoto
    • Organizer
      Pacifichem2015
    • Place of Presentation
      Hawaii Convention Center, Honolulu, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Synthesis, structure, and optical properties of substituted tetracenes2015

    • Author(s)
      Chitoshi Kitamura, Genki Ohe, Akira Takenaka, Takeshi Kawase, Takashi Kobayashi, and Hiroyoshi Naito
    • Organizer
      Pacifichem2015
    • Place of Presentation
      Hawaii Convention Center, Honolulu, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Synthesisand properties of tetracene derivatives having diester groups on one terminal benzene ring2015

    • Author(s)
      Miyako Tsumura, Munenori Takehara, Yoshinori Inoue, Chitoshi Kitamura, Takeshi Kawase, Takashi Kobayashi, and Hiroyoshi Naito
    • Organizer
      Pacifichem2015
    • Place of Presentation
      Hawaii Convention Center, Honolulu, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] アルコキシ基を有するアントラセン / アントラキノンの合成と性質2015

    • Author(s)
      平松勇人, 古川渉, 北村千寿, 西田純一, 川瀬毅, 小野克彦
    • Organizer
      第9回有機π電子系シンポジウム
    • Place of Presentation
      レイクサイド入鹿
    • Year and Date
      2015-11-20
    • Related Report
      2015 Research-status Report
  • [Book] Chemical Science of pi-Electron Systems2015

    • Author(s)
      C. Kitamura, ed. by Takeshi Akasaka, Atsuhiro Osuka, Shunichi Fukuzumi, Hideki Kandori, Yoshio Aso
    • Publisher
      Springer
    • Related Report
      2015 Research-status Report
  • [Remarks] 有機材料環境研究室

    • URL

      http://www.mat.usp.ac.jp/environ-materials/index_j.html

    • Related Report
      2015 Research-status Report

URL: 

Published: 2015-04-16   Modified: 2019-03-29  

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