Development of Transition Metal-Initiated Controlled Polymerization of Diazocarbonyl Compounds

• Project/Area Number: 22550113
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Polymer chemistry
• Research Institution: Ehime University
• Principal Investigator: IHARA Eiji 愛媛大学, 大学院・理工学研究科, 教授 (90243592)
• Project Period (FY): 2010 – 2012
• Project Status: Completed (Fiscal Year 2012)
• Budget Amount: ¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000); Fiscal Year 2012: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000); Fiscal Year 2011: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2010: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
• Keywords: 高分子合成 / ジアゾ酢酸エステル / パラジウム錯体触媒 / パラジウム錯体 / 重合開始・停止機構 / MALDI-TOF-MS / 光機能性高分子 / ピレン / 蛍光スペクトル / 重合開始剤

Research Abstract

The researcher in this project has succeeded in establishing a new synthetic method for carbon-carbon main chain polymers. The objective of this project was development of a method for controlling the polymerization with respect to the molecular weight and stereo structure of the resulting polymers. By using certain initiators based on palladium complexes, the objective was achieved in a certain extent.

Research Products

• [Journal Article] Pd-mediated Polymerization of Diazoacetates with Aromatic Ester Group: Synthesis and Photophysical Property of Poly(1-pyrenylmethoxycarbonylmethylene). (2013)
  • Author(s): Eiji Ihara, Ryoji Okada, Takanobu Sogai, Tetsuya Asano, Masami Kida, Kenzo Inoue, Tomomichi Itoh, Hiroaki Shimomoto, Yukihide Ishibashi, and Tsuyoshi Asahi.
  • Journal Title: J. Poly. Sci., Part A: Polym. Chem. Volume: Vo l. 51 Issue: 5 Pages: 1020-1023
  • DOI: 10.1002/pola.26480
  • Peer Reviewed
• [Journal Article] Radical Copolymerization of Alkyl Cyclobutenecarboxylates Fused with Cycloaliphatic Framework with Alkyl (Meth)acrylates (2013)
  • Author(s): Eiji Ihara
  • Journal Title: J. Polym. Sci., Part A: Polym. Chem. Volume: 51 Issue: 12 Pages: 2716-2724
  • DOI: 10.1002/pola.26668
  • Peer Reviewed
• [Journal Article] Synthesis of Polymers with a Norbornane-backbone by Radical Copolymerization of Alkyl 2-Norbornene-2-carboxylates for Photoresist Applications (2013)
  • Author(s): Eiji Ihara
  • Journal Title: Polym. J. Volume: 45 Issue: 6 Pages: 606-613
  • DOI: 10.1038/pj.2012.180
  • NAID: 10031174556
  • Peer Reviewed
• [Journal Article] π-AllylPdCl-based Initiating Systems for Polymerization of Alkyl Diazoacetates: Initiation and Termination Mechanism Based on Analysis of Polymer Chain End Structures. (2012)
  • Author(s): Eiji Ihara, Masaki Akazawa, Takashi Itoh, Mototaka Fujii, Kazuki Yamashita, Kenzo Inoue, Tomomichi Itoh, and Hiroaki Shimomoto.
  • Journal Title: Macromolecules Volume: Vol. 45 Issue: 17 Pages: 6869-6877
  • DOI: 10.1021/ma3013527
  • Peer Reviewed
• [Journal Article] 遷移金属錯体を開始剤とするジアゾ酢酸エステルの重合 (2011)
  • Author(s): 井原栄治
  • Journal Title: 未来材料 Volume: 11巻 Pages: 18-24
  • NAID: 10026687060
• [Journal Article] Polymerization of Various Alkyl Diazoacetates Initiated with (N-Heterocyclic Carbene)Pd/Borate Systems. (2011)
  • Author(s): Eiji Ihara, Hiroki Takahashi, Masaki Akazawa, Tomomich Itoh, and Kenzo Inoue.
  • Journal Title: Macromolecules Volume: Vol. 44 Issue: 9 Pages: 3287-3292
  • DOI: 10.1021/ma200064b
  • Peer Reviewed
• [Journal Article] Thermally-induced Polymerization and Copolymerization with Styrene of Diazoketones in the Presence of Benzoquinone (2011)
  • Author(s): Eiji Ihara
  • Journal Title: Polym.Bull. Volume: Vol.66 Issue: 1 Pages: 3-15
  • DOI: 10.1007/s00289-010-0254-5
  • Peer Reviewed
• [Journal Article] Three-Component Polycondensation of Bis(diazoketone) with Dicarboxylic Acids and Cyclic Ethers : Synthesis of New Type of Polyesteretherketones (2011)
  • Author(s): Eiji Ihara
  • Journal Title: Macromolesules Volume: Vol.44 Issue: 15 Pages: 5955-5960
  • DOI: 10.1021/ma201037p
  • Peer Reviewed
• [Journal Article] Polymerization of Various Alkyl Diazoacetates Initiated with(N-Heterocyclic Carbene)Pd/Borate Systems (2011)
  • Author(s): Eiji Ihara
  • Journal Title: Macromolecules Volume: Vol.44(印刷中)
  • Peer Reviewed
• [Journal Article] ポリ(置換メチレン)合成:炭素-炭素結合を主鎖骨格とする高分子の新しい合成法 (2010)
  • Author(s): 井原栄治
  • Journal Title: 触媒 Volume: 52巻 Pages: 575-581
  • NAID: 10027454976
• [Journal Article] Poly(substituted methylene)Synthesis : Construction of C-C Main Chain from One Carbon Unit (2010)
  • Author(s): Eiji Ihara
  • Journal Title: Adv Polym.Sci. Volume: Vol.231 Pages: 191-231
  • Peer Reviewed
• [Presentation] Synthesis of Water-Soluble Poly(substituted methylene)s with hydroxy and oxyethylene groups by Palladium-Mediated Polymerization of Diazocarbonyl Compounds. (2012)
  • Author(s): Hiroaki Shimomoto (Eiji Ihara)
  • Organizer: The 9th SPSJ International Polymer Conference (IPC2012)
  • Place of Presentation: Kobe
  • Year and Date: 2012-12-14
• [Presentation] π-アリルパラジウムクロリドを開始剤とするジアゾ酢酸エステルの重合/ー末端構造解析による重合開始・停止機構の解析ー. (2012)
  • Author(s): 居藤崇志(井原栄治)
  • Organizer: 第61回高分子討論会
  • Place of Presentation: 名古屋
  • Year and Date: 2012-09-21
• [Presentation] Pd錯体開始剤系によるオリゴエチレングリコール鎖を有するジアゾ酢酸エステルの重合 (2012)
  • Author(s): 清水康太(井原栄治)
  • Organizer: 第61回高分子討論会
  • Place of Presentation: 名古屋
  • Year and Date: 2012-09-19
• [Presentation] 水酸基を保護したジアゾ酢酸2-ヒドロキシエチルの重合と得られるポリマーの脱保護 (2012)
  • Author(s): 伊藤絵里加(井原栄治)
  • Organizer: 第61回高分子討論会
  • Place of Presentation: 名古屋
  • Year and Date: 2012-09-19
• [Presentation] Pd錯体を開始剤とするジアゾ酢酸エステルの重合によるポリ(置換メチレン)合成 (2012)
  • Author(s): 井原栄治
  • Organizer: 第61回高分子討論会
  • Place of Presentation: 名古屋
  • Year and Date: 2012-09-19
• [Presentation] ポリ(置換メチレン合成):Pd錯体を開始剤とするジアゾカルボニル化合物の重合 (2012)
  • Author(s): 井原栄治
  • Organizer: 北陸先端科学技術大学院大学マテリアルサイエンス研究セミナー(第14回)
  • Place of Presentation: 北陸先端科学技術大学院大学(招待講演)
  • Year and Date: 2012-03-16
• [Presentation] Pd錯体を開始剤とするジアゾ酢酸エステルの重合によるポリ（置換メチレン）合成 (2012)
  • Author(s): 井原栄治
  • Organizer: 第６１回高分子討論会
  • Place of Presentation: 名古屋工業大学
  • Invited
• [Presentation] 水酸基を保護したジアゾ酢酸2-ヒドロキシエチルの重合と得られるポリマーの脱保護 (2012)
  • Author(s): 伊藤 絵理加（井原栄治）
  • Organizer: 第６１回高分子討論会
  • Place of Presentation: 名古屋工業大学
• [Presentation] Pd錯体開始剤系によるオリゴエチレングリコール鎖を有するジアゾ酢酸エステルの重合 (2012)
  • Author(s): 清水 康太（井原栄治）
  • Organizer: 第６１回高分子討論会
  • Place of Presentation: 名古屋工業大学
• [Presentation] π-アリルパラジウムクロリドを開始剤とするジアゾ酢酸エステルの重合/ー末端構造解析による重合開始・停止機構の解析ー (2012)
  • Author(s): 居藤 崇志（井原栄治）
  • Organizer: 第６１回高分子討論会
  • Place of Presentation: 名古屋工業大学
• [Presentation] Synthesis of Water-Soluble Poly(substituted methylene)s with hydroxy and oxyethylene groups by Palladium-Mediated Polymerization of Diazocarbonyl Compounds (2012)
  • Author(s): Hiroaki Shimomoto (Eiji Ihara)
  • Organizer: The 9th SPSJ International Polymer Conference
  • Place of Presentation: Kobe
• [Presentation] Pd錯体を開始剤とするジアゾカルボニル化合物の重合 (2011)
  • Author(s): 井原栄治
  • Organizer: 有機合成化学協会中国四国支部ミニシンポジウム2011 in愛媛
  • Place of Presentation: 愛媛大学南加記念ホール(招待講演)
  • Year and Date: 2011-12-02
• [Presentation] π-アリルパラジウムクロリド/ボラート系を開始剤とするジアゾ酢酸エステルの重合 (2011)
  • Author(s): 井原栄治
  • Organizer: 2011年度日本化学会西日本大会
  • Place of Presentation: 徳島大学工学部
  • Year and Date: 2011-11-13
• [Presentation] Polymerization of Diazoacetates Initiated with Pd Complexes (2011)
  • Author(s): Eiji Ihara
  • Organizer: 14^<th> Asian Chemical Congress 2011 (14ACC)
  • Place of Presentation: タイ、バンコク(招待講演)
  • Year and Date: 2011-09-06
• [Presentation] Rh錯体触媒による二官能性ジアゾカルボニル化合物とジカルボン酸の縮合重合 (2011)
  • Author(s): 原裕二
  • Organizer: 第60回高分子年次大会
  • Place of Presentation: 大阪国際会議場
  • Year and Date: 2011-05-26
• [Presentation] Pd錯体触媒による様々なエステル置換基を有するジアゾ酢酸エステルの重合 (2011)
  • Author(s): 井原栄治
  • Organizer: 第60回高分子年次大会
  • Place of Presentation: 大阪国際会議場
  • Year and Date: 2011-05-25
• [Presentation] (Π-allyl)PdCl/ボラート系を開始剤とするジアゾ酢酸エステルの重合 (2011)
  • Author(s): 赤澤昌樹
  • Organizer: 第60回高分子年次大会
  • Place of Presentation: 大阪国際会議場
  • Year and Date: 2011-05-25
• [Presentation] (Π-allyl)PdCl/ボラート系による芳香族ジアゾ酢酸エステルの重合 (2011)
  • Author(s): 井原栄治
  • Organizer: 第60回高分子年次大会
  • Place of Presentation: 大阪国際会議場
  • Year and Date: 2011-05-25
• [Presentation] Polymerization of diazocarbonyl compounds initiated with(NHC)Pd/borate systems (2010)
  • Author(s): Eiji Ihara
  • Organizer: Pacifichem2010
  • Place of Presentation: ハワイコンベンションセンター(米国ハワイ州ホノルル)
  • Year and Date: 2010-12-18
• [Remarks]
  • URL: http://www.ehime-u.ac.jp/~achem/poly/