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Development of fluorescent organosilicon compounds and utilization as light-emissive materials

Research Project

Project/Area Number 20550049
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

MAEDA Hajime  Osaka Prefecture University, 物質化学系, 准教授 (40295720)

Co-Investigator(Kenkyū-buntansha) SEGI Masahito  金沢大学, 物質化学系, 教授 (90135046)
MIZUNO Kazuhiko  大阪府立大学, 工学研究科, 教授 (10109879)
IKEDA Hiroshi  大阪府立大学, 工学研究科, 准教授 (30211717)
Project Period (FY) 2008 – 2010
Project Status Completed (Fiscal Year 2010)
Budget Amount *help
¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2010: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2009: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2008: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywordsケイ素 / シラン / ピレン / ピレノファン / シリルエチニル基 / エキシマー / 吸収 / 蛍光 / 並列構造 / スイッチ分子 / ペリレン / モノマー / ナフタレン / 蛍光量子収率 / 発光材料 / フイルム
Research Abstract

With the aim to develop novel light-emissive materials, synthesis of fluorescent organosilicon compounds and elucidation of emission mechanism were studied. As a result, aromatic rings and substituents on silicon atoms, and number of arylethynyl groups and acetylene linkages, are important for design of fluorescent organosilicon compounds, and it was demonstrated that fluorescence wavelengths, intensities, and lifetimes can be controlled by their molecular structures. Development of light-emissive molecules whose color of emission changed depending on surrounding environments, development of molecules that exhibit only intramolecular excimer emissions, and preparation of light-emissive PMMA films were also achieved.

Report

(4 results)
  • 2010 Annual Research Report   Final Research Report ( PDF )
  • 2009 Annual Research Report
  • 2008 Annual Research Report
  • Research Products

    (57 results)

All 2011 2010 2009 2008 Other

All Journal Article (16 results) (of which Peer Reviewed: 16 results) Presentation (30 results) Book (6 results) Remarks (5 results)

  • [Journal Article] Hydrogen Bonding Directed, Regioselective Photocycloaddition Reactions of Cyanonaphthalenes with Furanmethanols2011

    • Author(s)
      Hajime Maeda
    • Journal Title

      Photochem.Photobiol.Sci.

      Volume: 10 印刷中

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Hydrogen Bonding Directed, Regioselective Photocycloaddition Reactions of Cyanonaphthalenes with Furanmethanols2010

    • Author(s)
      Maeda, H., Chiyonobu, K., Mizuno, K.
    • Journal Title

      Photochem.Photobiol.Sci. in press

      Pages: 10-10

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Diastereoselective Protonation on Radical Anion in the Photoallylation and Photoreduction of 1,1-Dicyano-2-methyl-3-phenyl-1-bute ne by Allyltrimethylsilane2010

    • Author(s)
      Maeda, H., Nishitsuji, N., Mizuno, K.
    • Journal Title

      Res.Chem.Intermed. 36(5)

      Pages: 577-585

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Diastereoselective Protonation on Radical Anion in the Photoallylation and Photoreduction of 1, 1-Dicyano-2-methy1-3-pheny1-1-buteneby Allyltrimethylsilane2010

    • Author(s)
      Hajime Maeda
    • Journal Title

      Res.Chem.Intermed.

      Volume: 36 Pages: 577-585

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chemistry of Vinylidenecyclopropanes2010

    • Author(s)
      MinShi
    • Journal Title

      Chem.Rev.

      Volume: 110 Pages: 5883-5913

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Photodimerization and Photooxygenation of 9-Vinylcarbazole Catalyzed by Titanium Dioxide and Magnesium Perchlorate2010

    • Author(s)
      Hajime Maeda
    • Journal Title

      Chin.Chem.Lett. 21

      Pages: 365-368

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Photochemical Formal Alkadiene Insertion into an Aromatic C-CN Bond Using Cyanide Ion as a Catalyst2010

    • Author(s)
      Maki Ohashi
    • Journal Title

      Chem.Lett. 39

      Pages: 462-463

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Regioselective Photoalkylation of 2-Cyano-6-methoxynaphthalene by Methoxy-Substituted 1,2-Diarylcyclopropanes2009

    • Author(s)
      Maeda, H., Matsuda, S., Mizuno, K.
    • Journal Title

      J.Photochem.Photobiol.A : Chem. 206(2)

      Pages: 129-133

    • NAID

      120001491376

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] UV Absorption and Fluorescence Properties of Fused Aromatic Hydrocarbons Having Trimethylsilyl, Trimethylgermyl, and Trimethylstannyl Groups2009

    • Author(s)
      Maeda, H., Ishida, H., Inoue, Y., Merpuge, A., Maeda, T., Mizuno, K.
    • Journal Title

      Res.Chem.Intermed. 35(8-9)

      Pages: 939-948

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Induction in an Intramolecular [2+2] Photocycloaddition within Chirally Modified Zeolite Supercages, Tetrahedron2009

    • Author(s)
      Maeda, H., Okumura, T., Yoshimi, Y., Mizuno, K.
    • Journal Title

      Asymmetry 20(3)

      Pages: 381-384

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Regioselective Photoalkylation of 2-Cyano-6-methoxynaphthalene by Methoxy-Substituted 1,2-Diarylcyclopropanes2009

    • Author(s)
      Hajime Maeda
    • Journal Title

      J.Photochem.Photobiol.A : Chem. 206

      Pages: 129-133

    • NAID

      120001491376

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric induction in an intramolecular [2+2] photocycloaddition within chirally modified zeolite supercages2009

    • Author(s)
      Hajime Maeda
    • Journal Title

      Tetrahedron : Asymmetry 20

      Pages: 381-384

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] UV Absorption and Fluorescence Properties of Fused Aromatic Hydrocarbons Having Trimethylsilyl, Trimethylgerniyl, and Trimethylstannyl Groups2009

    • Author(s)
      Hajime Maeda
    • Journal Title

      Res. Chem. Intermed. 35(印刷中)

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Lariat-Crown Ether Based Fluorescence Sensors for Heavy Metal Ions2008

    • Author(s)
      Maeda, H., Tierney, D.L., Mariano, P.S., Banerjee, M., Cho, D.W., Yoon, U.C.
    • Journal Title

      Tetrahedron 64(22)

      Pages: 5268-5278

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Photoinduced Tandem Three-Component Coupling of Propanedinitrile, 2,5-Dimethylhexa-2,4-diene, and Cyanoarenes2008

    • Author(s)
      Ohashi, M., Nakatani, K., Maeda, H., Mizuno, K.
    • Journal Title

      J.Org.Chem. 73(21)

      Pages: 8348-8351

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Lariat-Crown Ether Based Fluorescence Sensors for Heavy Metal Ions2008

    • Author(s)
      Haiime Maeda
    • Journal Title

      Tetrahedron 64

      Pages: 5268-5278

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Presentation] ピレンの選択的エキシマー発光を指向した分子内並列構造の設計と合成2011

    • Author(s)
      松野佑, 前多肇, 千木昌人
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学横浜キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] [3.3](1,3)ピレノファン類の合成とその構造変化2011

    • Author(s)
      廣西正人, 前多肇, 千木昌人, 石橋力弥, 水野一彦
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学横浜キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] Synthesis and Properties of [3.3](1, 6)Pyrenophanes2010

    • Author(s)
      Yu Matsuno
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies(PACIFICHEM2010)
    • Place of Presentation
      米国ハワイ州ホノルル市ハワイコンベンシ・ンセンター
    • Year and Date
      2010-12-19
    • Related Report
      2010 Annual Research Report
  • [Presentation] Synthesis and Properties of [3.3](1,6) Pyrenophanes2010

    • Author(s)
      松野佑, 前多肇, 千木昌人
    • Organizer
      The 7th Korea-Japan Symposium on Frontier Photoscience 2010
    • Place of Presentation
      Inter-Burgo Hotel, Daegu, Korea
    • Year and Date
      2010-10-23
    • Related Report
      2010 Final Research Report
  • [Presentation] Synthesis and Properties of [3.3](1,6) Pyrenophanes2010

    • Author(s)
      松野佑, 前多肇, 千木昌人
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010)
    • Place of Presentation
      Hawaii Convention Center, Honolulu, USA
    • Related Report
      2010 Final Research Report
  • [Presentation] [3.3](1,6)ピレノファン類の合成とエキシマー発光2010

    • Author(s)
      松野佑, 前多肇, 千木昌人
    • Organizer
      平成22年度有機合成化学北陸セミナー
    • Place of Presentation
      石川県青少年総合研修センター
    • Related Report
      2010 Final Research Report
  • [Presentation] ケイ素で架橋された[3.3](1,3)ピレノファンの合成2010

    • Author(s)
      廣西正人, 前多肇, 千木昌人
    • Organizer
      平成22年度有機合成化学北陸セミナー
    • Place of Presentation
      石川県青少年総合研修センター
    • Related Report
      2010 Final Research Report
  • [Presentation] [3.3](1,6)ピレノファンの合成とエキシマー発光2010

    • Author(s)
      松野佑, 前多肇, 千木昌人
    • Organizer
      2010年光化学討論会
    • Place of Presentation
      千葉大学西千葉キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] ナフタレン誘導体の蛍光特性に及ぼすシリルエチニル基、シリルブタジイニル基、およびシリルヘキサトリイニル基の効果2009

    • Author(s)
      前多肇, 南田圭太, 藤井隆行, 山路稔, 千木昌人, 水野一彦
    • Organizer
      日本化学会平成21年度北陸地区講演会と研究発表会
    • Place of Presentation
      北陸先端科学技術大学院大学
    • Year and Date
      2009-11-28
    • Related Report
      2010 Final Research Report
  • [Presentation] ナフタレン誘導体の蛍光特性に及ぼすシリルエチニル基、シリルブタジイニル基、およびシリルヘキサトリイニル基の効果2009

    • Author(s)
      前多肇
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      同志社大学(京都府)今出川キャンパス
    • Year and Date
      2009-09-11
    • Related Report
      2009 Annual Research Report
  • [Presentation] ナフタレン誘導体の蛍光特性に及ぼすシリルェチニル基、シリルブタジイニル基、およびシリルヘキサトジイニル基の効果2009

    • Author(s)
      前多 肇
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学船橋キャンパス
    • Year and Date
      2009-03-28
    • Related Report
      2008 Annual Research Report
  • [Presentation] アリールエチニルシラン誘導体の光物理的特性2009

    • Author(s)
      藤井隆行, 南田圭太, 前多肇, 水野一彦
    • Organizer
      第20回基礎有機化学討論会(第39回構造有機化学討論会・第59回有機反応化学討論会)
    • Place of Presentation
      群馬大学桐生キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] Development of Photochemical Reactions and Fluorescent Materials (Invited Lecture)2009

    • Author(s)
      前多肇
    • Organizer
      International Meeting on Interdiciplinary Chemistry 2009 at Ikaho
    • Place of Presentation
      Lecture House of Gumma University at Ikaho, Ikaho, Japan
    • Related Report
      2010 Final Research Report
  • [Presentation] [3.3](1,3)ピレノファン誘導体の合成と特性評価2009

    • Author(s)
      石橋力弥, 前多肇, 水野一彦
    • Organizer
      2009年光化学討論会
    • Place of Presentation
      群馬大学桐生キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] アルキニル基,シリルエチニル基,およびシリルブタジイニル基を有するペリレン誘導体の吸収・蛍光特性2009

    • Author(s)
      前多肇, 七井泰明, 山路稔, 水野一彦
    • Organizer
      2009年光化学討論会
    • Place of Presentation
      群馬大学桐生キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] ポリアリールエチニルシラン類の光物理的特性2009

    • Author(s)
      藤井隆行, 南田圭太, 前多肇, 水野一彦
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      同志社大学今出川キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] ナフタレン誘導体の蛍光特性に及ぼすシリルエチニル基、シリルブタジイニル基、およびシリルヘキサトリイニル基の効果2009

    • Author(s)
      前多肇, 南田圭太, 藤井隆行, 山路稔, 千木昌人, 水野一彦
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      同志社大学今出川キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] Syntheses and Fluorescence Properties of Silylethynyl-Substituted Naphthalenes2009

    • Author(s)
      水野一彦, 前多肇, 南田圭太, 藤井隆行
    • Organizer
      18th International Symposium on the Photochemistry and Photophysics of Coordination Compounds (18th ISPPCC)
    • Place of Presentation
      Gateaux Kingdom Sapporo Hotel & Spa Resort, Sapporo, Japan
    • Related Report
      2010 Final Research Report
  • [Presentation] ナフタレン誘導体の蛍光特性に及ぼすシリルエチニル基、シリルブタジイニル基、およびシリルヘキサトリイニル基の効果2009

    • Author(s)
      南田圭太, 前多肇, 山路稔, 水野一彦
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学船橋キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] ケイ素上にアリールエチニル基を複数個有するシラン類の合成と蛍光特性2009

    • Author(s)
      藤井隆行, 南田圭太, 前多肇, 水野一彦
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学船橋キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] シリルエチニル基またはシリルブタジイニル基をもつナフタレン誘導体の蛍光特性2009

    • Author(s)
      南田圭太, 前多肇, 山路稔, 水野一彦
    • Organizer
      2008年光化学討論会
    • Place of Presentation
      大阪府立大学中百舌鳥キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] ケイ素上にかさ高い置換基をもつシリルエチニルナフタレン類の蛍光特性2009

    • Author(s)
      藤井隆行, 南田圭太, 前多肇, 水野一彦
    • Organizer
      2008年光化学討論会
    • Place of Presentation
      大阪府立大学中百舌鳥キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] ケイ素上にかさ高い置換基をもつシリルエチニルナフタレン類の蛍光特性2008

    • Author(s)
      藤井隆行, 南田圭太, 前多肇, 水野一彦
    • Organizer
      第55回有機金属化学討論会
    • Place of Presentation
      大阪府立大学中百舌鳥キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] Fluorescence Properties of Silylethynylnaphthalenes2008

    • Author(s)
      水野一彦, 前多肇, 藤井隆行, 南田圭太
    • Organizer
      The 15th China-Japan Bilateral Symposium on Intelligent Electrophotonic Materials & Molecular Electronics (SIEMME 15)
    • Place of Presentation
      Liaoning Sea Horizon Hotel, Dalian, China
    • Related Report
      2010 Final Research Report
  • [Presentation] 光誘起電子移動を用いる高効率・高選択的な有機光化学反応の開発2008

    • Author(s)
      前多肇
    • Organizer
      第32回有機電子移動化学討論会
    • Place of Presentation
      近畿大学本部キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] ナフタルイミド-シラン連結系化合物の光誘起電子移動反応によるラリアート型クラウンエーテル類の合成と金属イオン認識センサーとしての利用2008

    • Author(s)
      前多肇, Tierney, D.L., Mariano, P.S., Banerjee, M., Cho, D.W., Yoon, U.C.
    • Organizer
      第32回有機電子移動化学討論会
    • Place of Presentation
      近畿大学本部キャンパス
    • Related Report
      2010 Final Research Report
  • [Presentation] Photochemical and Photophysical Properties of Naphthalene Derivatives Bearing Silylethynyl Groups2008

    • Author(s)
      前多肇, 南田圭太, 藤井隆行, 水野一彦, 山路稔
    • Organizer
      Post ISOS XV Symposium
    • Place of Presentation
      Hotel Metropolitan Takasaki, Takasaki, Japan
    • Related Report
      2010 Final Research Report
  • [Presentation] Development of Fluorescent Materials and Control of Photochemical Reactions Using Organosilicon Compounds2008

    • Author(s)
      前多肇
    • Organizer
      Post ISOS XV Symposium
    • Place of Presentation
      Hotel Metropolitan Takasaki, Takasaki, Japan
    • Related Report
      2010 Final Research Report
  • [Presentation] UV-Vis Absorption and Fluorescence of Silylethynyl-and Silylbutadiynyl-Substituted Perylene Derivatives2008

    • Author(s)
      前多肇, 七井泰明, 山路稔, 水野一彦
    • Organizer
      The 15th International Symposium on Organosilicon Chemistry (ISOS XV)
    • Place of Presentation
      Haevichi Hotel & Resort, Jeju, Korea
    • Related Report
      2010 Final Research Report
  • [Presentation] Fluorescence Properties of Silylethynyl-Substituted Naphthalenes2008

    • Author(s)
      Mizuno K., Maeda H., Minamida K., Fujii T., Yamaji M., Konishi, G., Asai, K.
    • Organizer
      The 15th International Symposium on Organosilicon Chemistry (ISOS XV)
    • Place of Presentation
      Haevichi Hotel & Resort, Jeju, Korea
    • Related Report
      2010 Final Research Report
  • [Book] In CRC Handbook of Organic Photochemistry and Photobiology Vol.3; (Recent Advances in Photocycloaddition of UnsaturatedBonds to Aromatic Rings)(Griesbeck, A.G.Ed.)2011

    • Author(s)
      前多肇, 水野一彦
    • Publisher
      CRC Press : Boca Raton(in press.)
    • Related Report
      2010 Final Research Report
  • [Book] CRC Handbook of Organic Photochemistry and Photobiology Vol.32011

    • Author(s)
      Hajime Maeda
    • Publisher
      CRC Press 印刷中
    • Related Report
      2010 Annual Research Report
  • [Book] 有機合成反応241実践ガイド(ナフタレン環の光アルキル化反応,アルケニルナフタレンのスピロ環化反応,アルケニルナフタレンの分子内光付加環化反応,アルキニルナフタレンの分子内光付加環化反応,使える)(丸岡啓二,野崎京子,石井康敬,大寺純蔵,富岡清編著)2010

    • Author(s)
      水野一彦, 前多肇
    • Publisher
      化学同人
    • Related Report
      2010 Final Research Report
  • [Book] In Environmentally Harmonious Chemistry for the 21st Century(Environmentally Harmonious Organic Photochemical eactions)(Anpo, M.Mizuno, K.Eds.)(Chapter 5.)2010

    • Author(s)
      Mizuno K., Ikeda, H., Maeda H.
    • Publisher
      Nova Science Publishers
    • Related Report
      2010 Final Research Report
  • [Book] 使える!有機合成反応241 実践ガイド2010

    • Author(s)
      水野一彦
    • Total Pages
      504
    • Publisher
      化学同人
    • Related Report
      2009 Annual Research Report
  • [Book] Environmentally Harmonious Chemistry for the 21st Century2009

    • Author(s)
      Kazuhiko Mizuno
    • Publisher
      Nova Science Publishers(印刷中)
    • Related Report
      2008 Annual Research Report
  • [Remarks] ホームページ等

    • URL

      http://kohka.ch.t.kanazawa-u.ac.jp/lab4/lab4.html

    • Related Report
      2010 Final Research Report
  • [Remarks]

    • URL

      http://www.chem.osakafu-u.ac.jp/ohka/ohka5/index.html

    • Related Report
      2010 Final Research Report
  • [Remarks]

    • URL

      http://kohka.ch.t.kanazawa-u.acjp/lab4/lab4.html

    • Related Report
      2010 Annual Research Report
  • [Remarks]

    • URL

      http://kohka.ch.t.kanazawa-u.ac.jp/lab4/lab4.html

    • Related Report
      2009 Annual Research Report
  • [Remarks]

    • URL

      http://www.chem.osakafu-u.ac.jp/ohka/ohka5/index.html

    • Related Report
      2008 Annual Research Report

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Published: 2008-04-01   Modified: 2016-04-21  

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