Development of Ring-Fused Functional π-Conjugated Compounds with Phosphorus as a Key Element

• Project/Area Number: 20750029
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Organic chemistry
• Research Institution: Nagoya University
• Principal Investigator: FUKAZAWA Aiko Nagoya University, 大学院・理学研究科, 助教 (70432234)
• Project Period (FY): 2008 – 2009
• Project Status: Completed (Fiscal Year 2009)
• Budget Amount: ¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000); Fiscal Year 2009: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000); Fiscal Year 2008: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
• Keywords: π共役 / 縮合多環式化合物 / リン / 典型元素化学 / 分子内環化反応 / 蛍光 / 光物性 / 電気化学特性

Research Abstract

Aiming at the development of a novel functional π-electron materials with phosphorus as a key element, we have designed ladder-type bis(phosphoryl)-bridged stilbenes. We succeeded in the synthesis of this pi-electron systems by newly developed intramolecular cascade cyclization of bis(o-phosphanylphenyl)acetylenes and demonstrated their unique photophysical properties. Moreover, we have also developed a facile synthetic method of functionalized benzo[b]phosphole derivatives.

Research Products

• [Journal Article] Zwitterionic Ladder Bis(arylethenyl)benzenes with Large Two-Photon Absorption Cross Sections (2010)
  • Author(s): A.Fukazawa, H.Yamada, Y.Sasaki, S.Akiyama, S.Yamaguchi
  • Journal Title: Chem.Asian J 5 Pages: 466-469
  • Peer Reviewed
• [Journal Article] Benzo[b]phosphole-Containingπ-Electron Systems: Synthesis Based on an Intramolecular trans-Halophosphanylation and Some Insights into Their Properties (2009)
  • Author(s): A. Fukazawa, Y. Ichihashi, Y. Kosaka, S. Yamaguchi
  • Journal Title: Chem. Asian J. 4 Pages: 1729-1740
  • Peer Reviewed
• [Journal Article] Ladderπ-Conjugated Materials Containing Main Group Elements (2009)
  • Author(s): A. Fukazawa, S. Yamaguchi
  • Journal Title: Chem. Asian J. 4 Pages: 1386-1400
  • Peer Reviewed
• [Journal Article] Ladder π-Conjugated Materials Containing Main Group Elements (2009)
  • Author(s): A.Fukazawa, S.Yamaguchi
  • Journal Title: Chem.Asian J. 4 Pages: 1384-1400
  • Peer Reviewed
• [Journal Article] Benzo[b]phosphole-Containing π-Electron Systems : Synthesis Based on an Intramolecular trans-Halophosphanylation and Some Insights into Their Properties (2009)
  • Author(s): A.Fukazawa, Y.Ichihashi, Y.Kosaka, S.Yamaguchi
  • Journal Title: Chem.Asian J. 4 Pages: 1729-1740
  • Peer Reviewed
• [Journal Article] Bis-Phosphoryl-Bridged Stilbenes Synthesized by an Intramolecular Cascade Cyclization (2008)
  • Author(s): A. Fukazawa, M. Hara, T. Okamoto. E. -C. Son, C. Xu, K. Tamao, S. Yamaguchi
  • Journal Title: Org. Lett. 10 Pages: 913-916
  • Peer Reviewed
• [Journal Article] Bis-Phosphoryl-Bridged Stilbenes Synthesized by an Intramolecular Cascade Cyclization (2008)
  • Author(s): A. Fukazawa, M. Hara, T. Okamoto, E.-C. Son, C. Xu, K. Tamao, S. Yamaguchi
  • Journal Title: Org. Lett. 10 Pages: 913-916
  • Peer Reviewed
• [Journal Article] Thiophene-Fused Phospholo[3, 2-b]phospholes and Their Dichalcogenides: Synthesis and Structure-Photophysical Properties Relationships
  • Author(s): A. Fukazawa, T. Murai, L. Li, Y. Chen, S. Yamaguchi
  • Journal Title: C.R. Chimie, accepted for publication (Special issue: Phosphorus Chemistry Today)
  • Peer Reviewed
• [Presentation] リンおよびホウ素の特性を生かしたラダー型π電子系の合成および機能発現 (2010)
  • Author(s): 深澤愛子
  • Organizer: 静岡大学サイエンス月間気鋭若手研究者によるワークショップ「錯体化学と有機元素化学のニューフロンティア」
  • Place of Presentation: 静岡大学
  • Year and Date: 2010-03-15
• [Presentation] Red-Emissive π-Electron Materials Using Bis(phosphorysl)-Bridged Stilbene as a Key Skeleton (2010)
  • Author(s): Y.Kosaka, A.Fukazawa, M.Hara, H.-H.Huang, S.Yamaguchi
  • Organizer: Global COE-RCMS International Symposium on Organic Chemistry and 6th Yoshimasa Hirata Memorial Lecture
  • Place of Presentation: 名古屋大学
  • Year and Date: 2010-01-12
• [Presentation] リンの特性を生かしたπ電子系の合成および機能発現 (2009)
  • Author(s): 深澤愛子
  • Organizer: 東工大理学研究流動機構シンポジウム「元素化学の可能性」
  • Place of Presentation: 東京工業大学
  • Year and Date: 2009-12-04
• [Presentation] リンの特性を生かしたπ電子系の合成および機能発現 (2009)
  • Author(s): 深澤愛子
  • Organizer: 東工大理学研究流動機構シンポジウム「元素化学の可能性」(招待講演)
  • Place of Presentation: 東京工業大学
  • Year and Date: 2009-12-04
• [Presentation] Phosphorus-Bridged Oligo(p-phenylenevinylene)s as New Ladderπ-Electron Materials (2009)
  • Author(s): A. Fukazawa
  • Organizer: 5th Spainish-Portuguese-Japanese Organic Chemistry Symposium
  • Place of Presentation: 大阪大学
  • Year and Date: 2009-11-08
• [Presentation] Phosphorus-Bridged Oligo(p-phenylenevinylene)s as New Ladder π-Electron Materials (2009)
  • Author(s): A.Fukazawa
  • Organizer: 5th Spainish-Portuguese-Japanese Organic Chemistry Symposium (5th SPJ-OCS)(招待講演)
  • Place of Presentation: 大阪大学
  • Year and Date: 2009-11-08
• [Presentation] Ladderπ-Electron Materials with Phosphorus and Boron: Zwitterionic Modulation of Oligo(arylenevinylene)s (2009)
  • Author(s): A. Fukazawa
  • Organizer: The 4th International Symposium for Young Elements Chemists / 2009 Workshop on Organometallic Chemistry
  • Place of Presentation: 九州大学
  • Year and Date: 2009-10-29
• [Presentation] Ladder π-Electron Materials with Phosphorus and Boron : Zwitterionic Modulation of Oligo (arylenevinylene)s (2009)
  • Author(s): A.Fukazawa
  • Organizer: The 4th International Symposium for Young Elements Chemists/2009 Workshop on Organometallic Chemistry(依頼講演)
  • Place of Presentation: 九州大学
  • Year and Date: 2009-10-29
• [Presentation] リン架橋スチルベンを含む拡張π電子系の合成と物性 (2009)
  • Author(s): 深澤愛子, 小坂洋平, 原真尚, HUANG Hsin-Huang, 山口茂弘
  • Organizer: 第58回高分子討論会(口頭発表)
  • Place of Presentation: 熊本大学
  • Year and Date: 2009-09-16
• [Presentation] リン架橋スチルベンを含む拡張π電子系の合成と物性 (2009)
  • Author(s): 深澤愛子, 小坂洋平, 原真尚, HUANG Hsin-Huang, 山口茂弘
  • Organizer: 第58回高分子討論会
  • Place of Presentation: 熊本大学
  • Year and Date: 2009-09-16
• [Presentation] リンの特性を活かしたπ電子系の電子構造修飾 (2009)
  • Author(s): 深澤愛子
  • Organizer: 京大G-COE第3回有機若手ワークショップ
  • Place of Presentation: 京都大学
  • Year and Date: 2009-09-07
• [Presentation] リンの特性を活かしたπ電子系の電子構造修飾 (2009)
  • Author(s): 深澤愛子
  • Organizer: 京大G-COE第3回有機若手ワークショップ(招待講演)
  • Place of Presentation: 京都大学
  • Year and Date: 2009-09-07
• [Presentation] ビスホスホリル架橋スチルベンを含む拡張π電子系の合成と物性 (2009)
  • Author(s): 深澤愛子, 小坂洋平, 原真尚, Huang Hsin-Hau, 山口茂弘
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 日本大学
  • Year and Date: 2009-03-28
• [Presentation] リンおよびホウ素の特性を生かしたラダー型π電子系の合成および機能発現 (2009)
  • Author(s): 深澤愛子
  • Organizer: 静岡大学サイエンス月間気鋭若手研究者によるワークショップ「錯体化学と有機元素化学のニューフロンティア」(招待講演)
  • Place of Presentation: 静岡大学
  • Year and Date: 2009-03-15
• [Presentation] Red-Emissive π-Electron Materials Containing Bis(phosphorysl)-Bridged Stilbene Unit (2009)
  • Author(s): Y.Kosaka, A.Fukazawa, M.Hara, H.-H.Huang, S.Yamaguchi
  • Organizer: The 1st FAPS Polymer Congress
  • Place of Presentation: 名古屋
• [Presentation] ビス(ホスホリル)架橋スチルベンを鍵骨格とする赤色発光材料の開発 (2009)
  • Author(s): 小坂平, 深澤愛子, 原真尚, HUANG Hsin-Huang, 山口茂弘
  • Organizer: 第36回有機典型元素化学討論会
  • Place of Presentation: 鳥取
• [Presentation] Synthesis and Properties of Polyphenylated Benzodiphosphole Derivatives (2009)
  • Author(s): A. Fukazawa, Y. Kosaka, Y. Ichihashi, S. Yamaguchi
  • Organizer: The 1 st G-COE International Symposium on Elucidation and Design of Materials and Molecular Functions
  • Place of Presentation: 名古屋大学
• [Presentation] リンの特性を活かしたラダー型π電子系の合成と機能発現 (2008)
  • Author(s): 深澤愛子
  • Organizer: 大学間連携事業第3回若手フォーラム
  • Place of Presentation: 志賀島, 福岡
  • Year and Date: 2008-11-21
• [Presentation] Phosphorus-Containing Ladder pi-Electron Systems (2008)
  • Author(s): Aiko Fukazawa. S. Yamaguchi
  • Organizer: Friday Workshop on Organic Electronics
  • Place of Presentation: 名古屋大学
  • Year and Date: 2008-11-15
• [Presentation] Benzo[b]phosphole Oxide-Containing pi-Electron System: Facile Synthesis and Their Electrochemical and Photophysical Properties (2008)
  • Author(s): A. Fukazawa, Y. Ichihashi, S. Yamaguchi
  • Organizer: The 8th International Symposium on Functional pi-Electron Systems (Fpi8)
  • Place of Presentation: Graz, Austria
• [Presentation] Ladder pi-Electron Materials with Phosphorus and Boron (2008)
  • Author(s): A. Fukazawa, H. Yamada, M. Hara, S. Yamaguchi
  • Organizer: International Conference on Organometallic Chemistry (ICOMC 2008)
  • Place of Presentation: Rennes, France
• [Presentation] Benzo [b] phosphole Oxide-Containing pi-Electron System : Facile Synthesis and Their Electrochemical and Photophysical Properties (2008)
  • Author(s): A. Fukazawa, Y. Ichihashi, S. Yamaguchi
  • Organizer: The 8 th International Symposium on Functional pi-Electron Systems (Fpi 8)
  • Place of Presentation: Graz, Austria
• [Presentation] Benzo [b] phosphole Oxides and Their Extended Analogues as a New Electron-accepting pi-Electron Systems (2008)
  • Author(s): A. Fukazawa, Y. Ichihashi, Y. Kosaka, S. Yamaguchi
  • Organizer: The 6 th joint seminar University of Muenster-Nagoya University
  • Place of Presentation: 名古屋大学
• [Presentation] ベンゾジホスホールジオキシドおよびジスルフィドの合成と物性 (2008)
  • Author(s): 深澤愛子, 小坂洋平, 市橋泰宜, 山口茂弘
  • Organizer: 第35回有機典型元素化学討論会
  • Place of Presentation: 首都大学東京
• [Remarks]
  • URL: http://kenpro.mynu.jp:8001/Profiles/0051/0005156/profile.html
• [Remarks]
  • URL: http://kenpro.mynu.jp:8001/Profiles/0051/005156/profile.html
• [Remarks]
  • URL: http://kenpro.mynu.jp:8001/Profiles/0051/0005156/profile.html
• [Patent(Industrial Property Rights)] リン架橋スチルベン及びその製法 (2008)
  • Inventor(s): 山口茂弘, 深澤愛子, 原真尚, 岡本敏宏
  • Industrial Property Rights Holder: 名古屋大学
  • Acquisition Date: 2008-03-13