New Chemistry Exploited by Coordination Polymerization of Aromatic Monomers

2013 Fiscal Year Final Research Report

• Project/Area Number: 24655096
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Single-year Grants
• Research Field: Polymer chemistry
• Research Institution: The University of Tokyo
• Principal Investigator: ITO Shingo 東京大学, 工学(系)研究科(研究院), 助教 (90508194)
• Project Period (FY): 2012-04-01 – 2014-03-31
• Keywords: 芳香族モノマー / 配位重合 / ポリ(オルト-アリーレン) / 芳香族ポリケトン / グラフェンナノリボン

Research Abstract

The purpose of the present research is to expand the concept of coordination-insertion polymerization, which is usually used to prepare aliphatic polymers, to the synthesis of aromatic polymers. The coordination-insertion polymerization of [2.2.1]oxabicyclic alkenes, as aryne equivalents, by palladium catalysts followed by dehydration afforded poly(ortho-arylene)s. The palladium-catalyzed copolymerization of [2.2.1]oxabicyclic alkenes with carbon monoxide followed by dehydration afforded aromatic polyketones and polyacetals. The obtained poly(ortho-arylene)s were then oxidized in the presence of ferric chloride to produce graphene nanorribons. The present study provide a versatile and efficient method to synthesize aromatic polymers having ortho-arylene units.

Research Products

• [Journal Article] Formal Aryne Polymerization : Use of [2.2.1]Oxabicyclic Alkenes as Aryne Equivalents (2014)
  • Author(s): Ito, S.; Takahashi, K.; Nozaki, K.
  • Journal Title: J. Am. Chem. Soc. Volume: 136 Pages: 7547-7550
• [Presentation] アライン等価体と一酸化炭素の交互共重合反応 (2014)
  • Author(s): 王文瀚・伊藤慎庫・野崎京子
  • Organizer: 日本化学会第94春季年会
  • Place of Presentation: 名古屋大学東山キャンパス
  • Year and Date: 20140327-30
• [Presentation] オキサビシクロアルケンと一酸化炭素の交互共重合反応 (2013)
  • Author(s): 王文瀚・伊藤慎庫・野崎京子
  • Organizer: 第3回CSJ化学フェスタ
  • Place of Presentation: 船堀タワーホール
  • Year and Date: 20131021-23
• [Presentation] Formal Aryne Polymerization (アライン等価体の重合) (2013)
  • Author(s): 高橋京佑・伊藤慎庫・野崎京子
  • Organizer: 第60回有機金属化学討論会
  • Place of Presentation: 学習院大学
  • Year and Date: 20130912-14
• [Presentation] Formal Aryne Polymerization (2013)
  • Author(s): Keisuke Takahashi, Shingo Ito, Kyoko Nozaki
  • Organizer: The 16th International Symposium on Relations between Homogeneous and Heterogeneous Catalysis (ISHHC-16)
  • Place of Presentation: Hokkaido University, Sapporo, Japan
  • Year and Date: 20130804-09
• [Presentation] Formal Aryne Polymerization for Poly(o-arylene)s (2013)
  • Author(s): Shingo Ito, Keisuke Takahashi, Kyoko Nozaki
  • Organizer: 17th IUPAC Internatio- nal Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS 17)
  • Place of Presentation: Lincoln Center, Fort Collins, USA
  • Year and Date: 20130728-0801
• [Presentation] アライン等価体の重合 (2013)
  • Author(s): 高橋京佑・伊藤慎庫・野崎京子
  • Organizer: 日本化学会第93春季年会
  • Place of Presentation: 立命館大学びわこ・くさつキャンパス
  • Year and Date: 20130322-25