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Asymmetric Photoreaction Microsystems Excited with Lasers

Research Project

Project/Area Number 16310095
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Microdevices/Nanodevices
Research InstitutionTokyo Institute of Technology

Principal Investigator

ICHIMURA Teijiro  Tokyo Institute of Technology, Department of Chemistry and Materials Science, Professor, 大学院・理工学研究科, 教授 (50016169)

Co-Investigator(Kenkyū-buntansha) SUZUKI Tadashi  Tokyo Institute of Technology, Department of Chemistry and Materials Science, Associate Professor, 大学院・理工学研究科, 助教授 (30251606)
MATSUSHITA Yoshihisa  Tokyo Institute of Technology, Department of Chemistry, Assistant, 大学院・理工学研究科, 助手 (80240753)
Project Period (FY) 2004 – 2005
Project Status Completed (Fiscal Year 2005)
Budget Amount *help
¥7,800,000 (Direct Cost: ¥7,800,000)
Fiscal Year 2005: ¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 2004: ¥6,100,000 (Direct Cost: ¥6,100,000)
KeywordsMicroreactor / Photocatalyst / Asymmetric Reaction / Endocrine Disruptors / Photochemical Reaction / Titania / Photosensitized Reaction / Laser / 環境技術 / 光源技術 / マイクロ・ナノデバイス / 光物性 / 表面・界面物性 / 光不斉合成 / 光触媒反応 / 二酸化チタン / 発光ダイオード
Research Abstract

We have investigated the application of microreactors to asymmetric photosensitized reactions concerned with the reaction efficiency and stereoselectivity. The reaction efficiency in a microreactor was significantly improved. The E/Z ratio obtained in the microreactor was about 1.6 times higher than that in the batch system. The quantum yield of the reaction of (R)-limonene in the microreactor was significantly larger than that in the batch system. Even in very short irradiation time, high ee and de values were obtained in microreactors due to efficient utilization of photon energy there.
We have developed a photocatalytic microreactor and examined the processes of reduction and oxidation of organic compounds, and amine N-alkylation reaction in microspace. These model reactions proceeded very rapidly, and the yield increased as increasing the surface-to-volume ratio. In contrast to the result in a batch reactor, I successfully observed N-alkylation reaction of benzylamine by using the microreactor with immobilized Pt-free TiO_2 as well as TiO_2/Pt. The use of continuous-flow micoreactor inhibited the formation of N,N-dialkylation products. Since the electron-hole recombination within the photocatalyst is in competition with the reaction process, the reaction efficiencies must be strongly affected by the surface-to-volume ratio of a photocatalytic reactor. Thus the photoreaction can proceed so rapidly in the microreactor which has a remarkably large surface-to-volume ratio as compared with the conventional batch reactors.

Report

(3 results)
  • 2005 Annual Research Report   Final Research Report Summary
  • 2004 Annual Research Report
  • Research Products

    (26 results)

All 2006 2005 2004 Other

All Journal Article (23 results) Book (2 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Reaction Dynamics of Excited Ketoprophen with Triethylamine in Methanol2006

    • Author(s)
      Tadashi Suzuki, Hiroyuki Suzuki, Teijiro Ichimura
    • Journal Title

      The proceedings of The Japanese Society of Photomedicine and Photobiology (In press)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photocatalytic reduction reeuction in microreactors2006

    • Author(s)
      Yoshihisa Matsushita, Shinji Kumada, Kazuhito Wakabayashi, Kosaku Sakeda, Teijiro Ichimura
    • Journal Title

      Chem. Lett. 35

      Pages: 410-411

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photocatalytic reduction in microreactors2006

    • Author(s)
      Yoshihisa Matsushita, Shinji Kumada, Kazuhito Wakabayashi, Kosaku Sakeda, Teijiro Ichimura
    • Journal Title

      Chem.Lett. 35

      Pages: 410-411

    • NAID

      10018125628

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photocatalytic Reduction in Microreactors2006

    • Author(s)
      Yoshihisa Matsushita, Shinji Kumada, Kazuhito Wakabayashi, Kosaku Sakeda, Teijiro Ichimura
    • Journal Title

      Chemistry Letters Vol.35 No.4

      Pages: 410-411

    • NAID

      10018125628

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Spectroscopy and relaxation dynamics of photoexcited anisole and anisole-d_3 molecules in a supersonic jet2005

    • Author(s)
      Yosuke Harada, Kosaku Sakeda, Yoshihisa Matsushita, Tadashi Suzuki, Teijiro Ichimura
    • Journal Title

      J. Mol. Struct. 735-736

      Pages: 153-167

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Resonance enhanced multiphoton ionization and time-of-flight mass spectra of jet-cooled 3-chlorophenol dimer2005

    • Author(s)
      Seiko Nakagawa, Yoshihisa Matsushita, Tadashi Suzuki, Teijiro Ichimura
    • Journal Title

      J. Mol. Struct. 779

      Pages: 68-71

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Evidence of phenoxymethyl radical formation by laser flash photolysis of anisole in solution2005

    • Author(s)
      Mayaka Ando, Shigeru Yoshiike, Tadashi Suzuki, Teijiro Ichimyra, Tetsuo Okutsu, Minoru Ueda, Hiroaki Horiuchi, Hiroshi Hiratsuka, Akio Kawai, Kazuhiko Shibuya
    • Journal Title

      J. Photochem. Photobiol. A : Chemistry 174

      Pages: 194-198

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Internal rotational motion of the chloromethyl group of jet-cooled benzyl chloride molecule2005

    • Author(s)
      Ryu Matsumoto, Tadashi Suzuki, Teijiro Ichimura
    • Journal Title

      J. Phys. Chem. A 109

      Pages: 3331-3336

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Evidence for a mon-planar Conformer and Conformational Isomerization of o-Fluoroanisole in a Low-Temperature Ar Matrix2005

    • Author(s)
      Tasuke Isozaki, Kosaku Sakeda, Tadashi Suzuki, Teijiro Ichimura, Kazuhide Tsuji, Kazuhiko Shibuya
    • Journal Title

      J. Phys. Chem. A 109

      Pages: 3331-3336

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Production and Excited State Dynamics of Photo-rearranged Isomer of Benzyl Chloride and Its Methyl Derivatives Studied by Stepwise Two-color Laser Excitation Transient Absorption and Time-resolved Thermal Lensing Techniques2005

    • Author(s)
      Mika Nagano, Tadashi Suzuki, Teijiro Ichimura, Tetsuo Okutsu, Hiroshi Hiratsuka, Susumu Kawauchi
    • Journal Title

      J. Phys. Chem. A 109

      Pages: 5825-5831

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photochemical reaction dynamics of 9,10-phenanthrenequinone and 1,2-naphthoquinone with hydrogen donors in solution2005

    • Author(s)
      Yosuke Harada, Sadayuki Watanabe, Tadashi Suzuki, Teijiro Ichimura
    • Journal Title

      J.Photochem.Photobiol.A : Chemistry 170

      Pages: 161-167

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Spectroscopy and relaxation dynamics of photoexcited anisole and anisole-d_3 molecules in a supersonic jet2005

    • Author(s)
      Ryu Matsumoto, Kosaku Sakeda, Yoshihisa Matsushita, Tadashi Suzuki, Teijiro Ichimura
    • Journal Title

      J.Mol.Struct. 735-736

      Pages: 153-167

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Resonance enhanced multiphoton ionization and time-of-flight mass spectra of jet-cooled 3-chlorophenol dimer2005

    • Author(s)
      Seiko Nakagawa, Yoshihisa Matsushita, Tadashi Suzuki, Teijiro Ichimura
    • Journal Title

      J.Mol.Struct. 779

      Pages: 68-71

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Evidence of phenoxymethyl radical formation by laser flash photolysis of anisole in solution2005

    • Author(s)
      Mayaka Ando, Shigeru Yoshiike, Tadashi Suzuki, Teijiro Ichimura, Tetsuo Okutsu, Minoru Ueda, Hiroaki Horiuchi, Hiroshi Hiratsuka, Akio Kawai, Kazuhiko Shibuya
    • Journal Title

      J.Photochem.Photobiol.A : Chemistry 174

      Pages: 194-198

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Internal rotational motion of the chloromethyl group of jet-cooled benzyl chloride molecule2005

    • Author(s)
      Ryu Matsumoto, Tadashi Suzuki, Teijiro Ichimura
    • Journal Title

      J.Phys.Chem.A 109

      Pages: 3331-3336

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Evidence for a non-planar Conformer and Conformational Isomerization of o-Fluoroanisole in a Low-Temperature Ar Matrix2005

    • Author(s)
      Tasuku Isozaki, Kosaku Sakeda, Tadashi Suzuki, Teijiro Ichimura, Kazuhide Tsuji, Kazuhiko Shibuya
    • Journal Title

      Chem.Phys.Lett. 409

      Pages: 93-97

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Production and Excited State Dynamics of Photo-rearranged Isomer of Benzyl Chloride and Its Methyl Derivatives Studied by Stepwise Two-color Laser Excitation Transient Absorption and Time-resolved Thermal Lensing Techniques2005

    • Author(s)
      Mika Nagano, Tadashi Suzuki, Teijiro Ichimura, Tetsuo Okutsu, Hiroshi Hiratsuka, Susumu Kawauchi
    • Journal Title

      J.Phys.Chem.A 109

      Pages: 5825-5831

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photochemical reaction dynamics of 9,10-phenanthrenequinone and 1,2-naphthoquinone with hydrogen donors in solution2005

    • Author(s)
      Yosuke Harada
    • Journal Title

      J.Photochem.Photobiol.A : Chem. 170

      Pages: 161-161

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Evidence of phenoxymethyl radical formation in laser photolysis of anisole in solution2005

    • Author(s)
      Mayaka Ando
    • Journal Title

      J.Photochem.Photobiol.A : Chem.

    • Related Report
      2004 Annual Research Report
  • [Journal Article] The cavity size effect on the excited state dynamics of methy1-4'-dimethylaminobenzoate-cyclodextrin complexes2004

    • Author(s)
      Yoshihisa Matsushita, Tadashi Suzuki, Teijiro Ichimura, Takumi Hikida
    • Journal Title

      HJ. Phys. Chem. A 108(37)

      Pages: 7490-7496

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] The cavity size effect on the excited state dynamics of methyl-4'-dimethylaminobenzoate-cyclodextrin complexes2004

    • Author(s)
      Yoshihisa Matsushita, Tadashi Suzuki, Teijiro Ichimura, Takumi Hikida
    • Journal Title

      J.Phys.Chem.A 108(37)

      Pages: 7490-7496

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Cavity Size Effect on the Excited State dnamics of Methyl 4-(Dimethylamino)benzoate-Cyclodextrin Complexes2004

    • Author(s)
      Yoshihisa Matsushita
    • Journal Title

      J.Phys.Chem.A 108

      Pages: 7490-7490

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Reaction Dynamics of Excited Ketoprophen with Triethylamine in Methanol

    • Author(s)
      Tadashi Suzuki, Hiroyuki Suzuki, Teijiro Ichimura
    • Journal Title

      The proceedings of The Japanese Society of Photomedicine and Photobiology (in press)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Book] Photoreactions, In : Thomas R. Dietrich (ed.) Microchemical Engineering in Practice.2006

    • Author(s)
      Teijiro Ichimura, Yoshihisa Matsushita, Kosaku Sakeda, Tadashi Suzuki
    • Total Pages
      30
    • Publisher
      Blackwell Publishers
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Book] "Photoreactions" In : Microchemical Engineering in Practice (Thomas R.Dietrich (ed.))2006

    • Author(s)
      Teijiro Ichimura, Yoshihisa Matsushita, Kosaku Sakeda, Tadashi Suzuki
    • Publisher
      Blackwell Publishers
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Patent(Industrial Property Rights)] 光触媒担持マイクロリアクター2006

    • Inventor(s)
      市村禎二郎, 鈴木正, 松下慶寿, 他6名
    • Industrial Property Rights Holder
      東京工業大学, 三井造船株式会社, 三井造船プラントエンジニアリング株式会社
    • Industrial Property Number
      2006-145738
    • Filing Date
      2006-05-25
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary

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Published: 2004-04-01   Modified: 2016-04-21  

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