Development of Core-Modified Phthalocyanines

• Project/Area Number: 22550052
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Inorganic chemistry
• Research Institution: Osaka University
• Principal Investigator: TAKAMITSU Fukuda 大阪大学, 大学院・理学研究科, 講師 (40344741)
• 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: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000); Fiscal Year 2010: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
• Keywords: フタロシアニン / 芳香族色素 / 芳香族錯体 / 熱変換 / 熱交換

Research Abstract

Based on the newly developed lithium-assisted synthetic methods, core-modified phthalocyanine derivatives have been successfully obtained. The chemical and physical properties of these have been investigated in detail, leading to thermally-convertible phthalocyanine precursors and multi-layered phthalocyanine analogues showing exceptionally low-energy electronic excited states, which are potentially useful for developing novel organic electronic materials.

Research Products

• [Journal Article] Nickel and palladium complexes of seco-tribenzoporphyrazines derived from one-pot condensation of 1,3-diiminoisoindoline (2013)
  • Author(s): Ippei Sugita, Soji Shimizu, Takamitsu Fukuda, Nagao Kobayashi
  • Journal Title: Tetrahedron Lett Volume: 54 Pages: 1599-1601
  • Peer Reviewed
• [Journal Article] 可溶性フタロシアニン前駆体の簡便合成と熱変換特性 (2012)
  • Author(s): 福田貴光
  • Journal Title: 日本結晶学会誌 Volume: 第54巻第6号 Pages: 345-351
  • NAID: 10031144601
  • Peer Reviewed
• [Journal Article] Observation of Exceptionally Low-Lying π-π^*Excited States in Oxidized Forms of QuadrupleDecker Phthalocyanine Complexes (2012)
  • Author(s): Takamitsu Fukuda, Kentaro Hata, Naoto Ishikawa
  • Journal Title: J. Am. Chem. Soc Volume: 134 Pages: 14698-14701
  • Peer Reviewed
• [Journal Article] Dinuclear single-molecule magnet with porphyrin-phthalocyanine mixed tripledecker ligand system giving SAP and SP coordination polyhedra (2012)
  • Author(s): Shohei Sakaue, Akira Fuyuhiro, Takamitsu Fukuda, Naoto Ishikawa
  • Journal Title: Chem. Commun Volume: 48 Pages: 5337-5339
  • Peer Reviewed
• [Journal Article] Synthesis and Spectroscopic Properties of Phthalocyanine-[60]Fullerene Conjugates Connected Directly by Means of a Four-Membered Ring (2012)
  • Author(s): Takamitsu Fukuda, Yuu Kikukawa, Shiori Takaishi, Nagao Kobayashi
  • Journal Title: Chem. Asian. J Volume: 7 Pages: 751-758
  • Peer Reviewed
• [Journal Article] Molecular assembly of fullereneconjugated phthalocyanine derivative on Au(111) at single molecular level (2012)
  • Author(s): Soichiro Yoshimoto, Satoshi Masuda, Takamitsu Fukuda, and Nagao Kobayashi
  • Journal Title: J. Inorg.Biochem. Volume: 108 Pages: 178-181
  • Peer Reviewed
• [Journal Article] Synthesis and Spectroscopic Properties of Phthalocyanine-[60]Fullerene Conjugates Connected Directly by Means of a Four-Membered Ring (2012)
  • Author(s): Takamitsu Fukuda
  • Journal Title: Chemistry An Asian Journal Volume: 7 Issue: 4 Pages: 751-758
  • DOI: 10.1002/asia.201100850
  • Peer Reviewed
• [Journal Article] Dinuclear single-molecule magnet with porphyrin-phthalocyanine mixed triple-decker ligand system giving SAP and SP coordination polyhedra (2012)
  • Author(s): Shohei Sakaue
  • Journal Title: Chemical Communications Volume: 48 Issue: 43 Pages: 5337-5339
  • DOI: 10.1039/c2cc31125a
  • Peer Reviewed
• [Journal Article] Observation of Exceptionally Low-Lying pi-pi* Excited States in Oxidized Forms of Quadruple-Decker Phthalocyanine Complexes (2012)
  • Author(s): Takamitsu Fukuda
  • Journal Title: Journal of the American Chemical Society Volume: 134 Issue: 36 Pages: 14698-14701
  • DOI: 10.1021/ja3064606
  • Peer Reviewed
• [Journal Article] Effect of Chain Length on Thermal Conversion of Alkoxy-Substituted Copper Phthalocyanine Precursors (2011)
  • Author(s): Takamitsu Fukuda, Yuu Kikukawa, Ryota Tsuruya, Akira Fuyuhiro, Naoto Ishikawa, Nagao Kobayashi
  • Journal Title: Inorg. Chem Volume: 50 Pages: 11832-11837
  • Peer Reviewed
• [Journal Article] Observation of long-range f-f interactions between two f-Electronic systems in quadruple-decker phthalocyanines (2011)
  • Author(s): Takamitsu Fukuda, Wakako Kuroda, Naoto Ishikawa
  • Journal Title: Chem. Commun Volume: 47 Pages: 11686-11688
  • Peer Reviewed
• [Journal Article] Facile one-pot preparation of thermally and photochemically convertible soluble precursors of copper phthalocyanine and naphthalocyanine (2011)
  • Author(s): Yuu Kikukawa, Takamitsu Fukuda, Akira Fuyuhiro, Naoto Ishikawa, Nagao Kobayashi
  • Journal Title: Chem. Commun Volume: 47 Pages: 8518-8520
  • Peer Reviewed
• [Journal Article] Synthesis and spectroscopic properties of nickel complexes of benzo-, 1,2-naphtho-, or 2,3-naphthoannulated β-oxatetraazachlorins (2011)
  • Author(s): Semyon V. Dudkin, Elena A. Makarova, Takamitsu Fukuda, E. A. Lukyanets, Nagao Kobayashi
  • Journal Title: Tetrahedron Lett. Volume: 52 Pages: 2994-2996
  • Peer Reviewed
• [Journal Article] Facile one-pot preparation of thermally and photochemically convertible soluble precursors of copper phthalocyanine and naphthalocyanine (2011)
  • Author(s): Yuu Kikukawa
  • Journal Title: Chemical Communications Volume: 47 Issue: 30 Pages: 8518-8520
  • DOI: 10.1039/c1cc12970h
  • Peer Reviewed
• [Journal Article] Observation of long-range f-f interactions between two f-Electronic systems in quadruple-decker phthalocyanines (2011)
  • Author(s): Takamitsu Fukuda
  • Journal Title: Cbemical Communications Volume: 47 Issue: 42 Pages: 11686-11688
  • DOI: 10.1039/c1cc14657b
  • Peer Reviewed
• [Journal Article] Effect of Chain Length on Thermal Conversion of Alkoxy-Substituted Copper Phthalocyanine Precursors (2011)
  • Author(s): Takamitsu Fukuda
  • Journal Title: Inorganic Chemistry Volume: 50 Pages: 11832-11837
  • Peer Reviewed
• [Journal Article] A Discrete Quadruple-Decker Phthalocyanine (2010)
  • Author(s): Takamitsu Fukuda, Tsuneaki Biyajima, Nagao Kobayashi
  • Journal Title: J. Am. Chem. Soc Volume: 132 Pages: 6278-6279
  • Peer Reviewed
• [Presentation] ハーフフタロシアニン骨格を有する新規錯体の合成と性質 (2013)
  • Author(s): 重吉奈都子,菊川悠,冬広明,福田貴光,石川直人
  • Organizer: 日本化学会第93回春季年会
  • Place of Presentation: 立命館大学びわこ・くさつキャンパス
  • Year and Date: 2013-03-23
• [Presentation] Preparation of Thermally Convertible Precursors of Copper Phthalocyanine (2012)
  • Author(s): Takamitsu Fukuda
  • Organizer: IUPAC 8th International Symposium on Novel Materials and Synthesis (NMS-VIII) & 22th International Symposium on Fine Chemistry and Functional Polymers (FCFP-XXII)
  • Place of Presentation: 西安(中国)
  • Year and Date: 2012-10-16
• [Presentation] 低温リチウム法を用いたフタロシアニン部分骨格を有する錯体の構造と物性 (2012)
  • Author(s): 菊川悠,福田貴光,冬広明,石川直人,小林長夫
  • Organizer: 第61回錯体化学討論会
  • Place of Presentation: 岡山理科大学
  • Year and Date: 2012-09-18
• [Presentation] Preparation of Thermally Convertible Precursors of Copper Phthalocyanine (2012)
  • Author(s): Takamitsu Fukuda
  • Organizer: IUPAC 8th International Symposium on Novel Materials and Synthesis
  • Place of Presentation: 西安（中国）
  • Invited
• [Presentation] Multiple-Decker Phthalocyanines Exhibiting Low Energy Electronic Transitions (2012)
  • Author(s): Takamitsu Fukuda
  • Organizer: 40th International Conference on Coordination Chemistry
  • Place of Presentation: バレンシア（スペイン）
• [Presentation] Facile Preparation of Thermally and Photochemically Convertible Soluble Precursors of Copper Phthalocyanine (2011)
  • Author(s): Takamitsu Fukuda
  • Organizer: 3rd Asian Conference on Coordination Chemistry (ACCC3)
  • Place of Presentation: ニューデリー(インド)
  • Year and Date: 2011-10-17
• [Presentation] Facile Preparation of Thermally and Photochemically Convertible Soluble Precursors of Copper Phthalocyanine (2011)
  • Author(s): Takamitsu Fukuda
  • Organizer: 3rd Asian Conference on Coordination Chemistry
  • Place of Presentation: ニューデリー(インド)
  • Year and Date: 2011-10-17
• [Presentation] The First Core-Modified Phthalocyaninies-Carbaphthalocyanines- (2010)
  • Author(s): Takamitsu Fukuda
  • Organizer: The 14^<th> G-COE International Workshop
  • Place of Presentation: 九州大学(福岡県)(招待講演)
  • Year and Date: 2010-11-20
• [Presentation] Synthesis and Properties of Quadruple-Decker Phthalocyanines (2010)
  • Author(s): Takamitsu Fukuda
  • Organizer: IUPAC 6th International Symposium on Novel Materials and Synthesis (NMS-VI) & 20th International Symposium on Fine Chemistry and Functional Polymers (FCFP-XX)
  • Place of Presentation: 武漢(中国)
  • Year and Date: 2010-10-12
• [Presentation] 低温リチウム法を用いた溶解性無置換フタロシアニン前駆体の合成と物性 (2010)
  • Author(s): 菊川悠,鶴谷亮太,福田貴光,小林長夫,石川直人
  • Organizer: 第60回錯体化学討論会
  • Place of Presentation: 大阪国際交流センター
  • Year and Date: 2010-09-30
• [Book] UV -Visible Absorption Spectroscopic Properties of Phthalocyanines and Related Macrocycles (2010)
  • Author(s): Takamitsu Fukuda, Nagao Kobayashi
  • Publisher: HANDBOOK OF PORPHYRIN SCIENCE(edited by K. M. Kadish, K. M. Smith, and R. Guilard)
• [Book] HANDBOOK OF PORPHYRIN SCIENCE Vol.9 (2010)
  • Author(s): Takamitsu Fukuda
  • Publisher: World Scientific Publishing
• [Remarks]
  • URL: http://www.chem.sci.osaka-u.ac.jp/lab/ishikawa/