Photo-triggered formation of molecular aggregate composed of p-conjugated compounds with photo-induced peri-cyclization reaction.

• Project/Area Number: 22655042
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Single-year Grants
• Research Field: Functional materials chemistry
• Research Institution: Nara Institute of Science and Technology
• Principal Investigator: KAWAI Tsuyoshi 奈良先端科学技術大学院大学, 物質創成科学研究科, 教授 (40221197)
• Project Period (FY): 2010 – 2011
• Project Status: Completed (Fiscal Year 2011)
• Budget Amount: ¥3,460,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥360,000); Fiscal Year 2011: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2010: ¥1,900,000 (Direct Cost: ¥1,900,000)
• Keywords: 分子素子 / π共役縮環構造 / 1次元分子ワイヤー / 会合構造形成 / 光制御 / 分子エレクトロニクス材料

Research Abstract

Photochromic terarylenes which shows photo-induced peri-cyclization reactions was modified with photo-leaving groups. Photo-triggered formation of molecular aggregates was successfully achieved and the pai-stacked structures were confirmed in the aggregated particles. Photo-induced reaction mechanism was studied by preparing a series of related compounds.

Research Products

• [Journal Article] Synthesis and Photochromic Properties of a Dithiazolylindole (2012)
  • Author(s): S. Fukumoto, T. Nakashima, T. Kawai
  • Journal Title: Dyes and Pigments Volume: 92(2) Pages: 868-871
  • Peer Reviewed
• [Journal Article] Regulation of Folding and Photochromic Reactivity of Terarylenes through a Host-Guest Interaction Chemistry-A (2011)
  • Author(s): T. Nakashima, R. Fujii, T. Kawai
  • Journal Title: European Journal Volume: 17 Pages: 10951-10957
  • Peer Reviewed
• [Journal Article] Intramolecular Hydrogen Bonding in a Triangle Dithiazolyl-azaindole for Efficient Photoreactivity in Polar and Non-polar Solvents (2011)
  • Author(s): S. Fukumoto, T. Nakashima, T. Kawai
  • Journal Title: Eur. J. Org. Chem Volume: 26 Pages: 5047-5053
  • Peer Reviewed
• [Journal Article] Preparation and Acid-responsive Photophysical Properties of T-shapedπ-Conjugated Molecules Having a Benzimidazole Junction (2011)
  • Author(s): T. Inouchi, T. Nakashima, M. Toba, T. Kawai
  • Journal Title: Chem. Asian J. Volume: 6(11) Pages: 3020-3027
  • Peer Reviewed
• [Journal Article] Synthesis, Optical and Electrochemical Properties of Arylenevinylene-basedπ-Conjugated Polymers with Imidazolium Units in the Main Chain (2011)
  • Author(s): M. Toba, T. Nakashima, T. Kawai
  • Journal Title: J. Polym. Sci. Part A : Polym. Chem. Volume: 49 Pages: 1895-1906
  • Peer Reviewed
• [Journal Article] Photon-Quantitative Reaction of a Dithiazolylarylene in Solution(Hot Paper) Angew (2011)
  • Author(s): S. Fukumoto, T. Nakashima and T. Kawai
  • Journal Title: Chem., Int. Ed. Volume: 50 Pages: 1565-1568
  • Peer Reviewed
• [Journal Article] Syntheses and Photochromic Properties of Diaryl Acenaphthylene Derivatives Dyes and Pigments (2011)
  • Author(s): S. Fukumoto, T. Nakagawa, S. Kawai, T. Nakashima, T. Kawai
  • Volume: 89
  • Pages: 297-304
  • Peer Reviewed
• [Journal Article] Photochromic and fluorescence switching properties of oxidized triangle terarylenes in solution and in amorphous solid states (2011)
  • Author(s): M. Taguchi, T. Nakagawa, T. Nakashima, T. Kawai
  • Journal Title: J. Mater. Chem Volume: 21(43) Pages: 17425-17432
  • Peer Reviewed
• [Journal Article] Photochromic and fluorescence switching properties of oxidized triangle terarylenes in solution and in amorphous solid states (2011)
  • Author(s): M.Taguchi, T.Nakagawa, T.Nakashima, T.Kawai
  • Journal Title: J.Mater.Chem. Volume: 21(43) Pages: 17425-17432
  • Peer Reviewed
• [Journal Article] Observation of Chiral Aggregate Growth of Perylene Derivative in Opaque Solution by Circularly Polarized Luminescence(CPL) (2010)
  • Author(s): H. Tsumatori, T. Nakashima, T. Kawai
  • Journal Title: Org. Lett. Volume: 12 Pages: 2362-2365
  • Peer Reviewed
• [Journal Article] Self-assembling Formation and Enhanced Magnetic Properties of Three-dimensional Super-lattice Structures Composed of Cube-shaped EuS Nanocrsytals (2010)
  • Author(s): A.Tanaka, H.Kamikubo, Y.Doi, Y.Hinatsu, M.Kataoka, T.Kawai, Y.Hasegawa
  • Journal Title: Chemistry of Materials Volume: 22 Pages: 1776-1781
  • Peer Reviewed
• [Journal Article] Reversible modulation of π-association between 3,6-disubstituted carbazole ligands in a multistep assembling process (2010)
  • Author(s): N.Inukai, J.Yuasa, T.Kawai
  • Journal Title: Chemical Communications Volume: 46 Pages: 3929-3931
  • Peer Reviewed
• [Journal Article] Highly Selective Ratiometric Emission Color Change by Well-Defined Self-Assembling Processes (2010)
  • Author(s): T.Ogawa, J.Yuasa, T.Kawai
  • Journal Title: Angewandte Chemie-International Edition Volume: 49 Pages: 5110-5114
  • Peer Reviewed
• [Journal Article] Subsequent Chemical Reaction of Photochromic 4, 5-Dibenzothienylthiazoles
  • Author(s): Hisako Nakagawa, Takuya Nakashima, Tsuyoshi Kawai
  • Journal Title: Eur. J. Org. Chem Volume: (in press)
• [Presentation] 分子内相互作用によるターアリーレン誘導体の構造制御とフォトクロミック特性の検討 (2010)
  • Author(s): 福本沙世、中嶋琢也、河合壮
  • Organizer: 2010年光化学討論会
  • Place of Presentation: 千葉大学
  • Year and Date: 2010-09-18
• [Remarks]
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• [Remarks]
  • URL: http://mswebs.naist.jp/LABs/kawai/achievement.html
• [Remarks]
  • URL: http://mswebs.naist.jp/LABs/kawai/Personal/Kawai/kawaiPublicationList.html