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2005 Fiscal Year Final Research Report Summary

Development of the dendrimer photochemistry and the reaction dynamics

Research Project

Project/Area Number 16350005
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Physical chemistry
Research InstitutionUniversity of Tsukuba

Principal Investigator

ARAI Tatsuo  University of Tsukuba, Graduate School of Pure and Applied Sciences, Professor, 大学院・数理物質科学研究科, 教授 (50151139)

Co-Investigator(Kenkyū-buntansha) NISHIMURA Yoshinobu  University of Tsukuba, Graduate School of Pure and Applied Sciences, Associate Professor, 大学院・数理物質科学研究科, 助教授 (60218211)
Project Period (FY) 2004 – 2005
KeywordsMacromolecules / Photochemistry / Photophysics / Dynamics / Photoisomerization / Fluorescence / Demdrimers / Stilbenes
Research Abstract

(1)Photoisomerization mechanism
A cross-linked 1,3,5-tristyrylbenzene dendrimer was synthesized to study the photochemical isomerization mechanism. On irradiation, cross-linked dendrimer isomerized with the quantum yields of 0.063, which was not very much different from that for a model compound (0.080), supporting a volume-conserving mechanism during the photochemical E-Z isomerization.
(2)Whole structural change of the dendrimers triggered by photoisomerizaition at the core part
The conformational dynamics and the energy-releasing process of stilbene dendrimers upon photoexcitation in water are investigated by the time-resolved transient grating method. Whereas the energy relaxation and the conformational change are completed within 30 ns for the first generation, slower dynamics are observed for the second and the third generations.
(3)Increasing the fluorescence quantum yield in dendronized chromophore
The photochemical properties of a series of newly synthesized dendrimers, having a 2- … More (2'-hydroxyphenyl)-benzoxazole (HBO) core, were studied in benzene. In general, the quantum yield for fluorescence of HBO and its analogues was small, However, the fluorescence quantum yields were determined to be 0.022,0.030, and 0.038 for G0,G2, and G3 dendrimers, respectively, increasing in higher generation dendrimers.
(4)Increasing the quantum yield for generation of singlet oxygen upon photoexcitation of dendronized stilbenes
Since the excited singlet state of the core moiety in stilbene-cored dendrimers G1-G4 has ca.10-ns lifetime, oxygen quenched their excited singlet state producing the singlet oxygen. The efficiency of singlet oxygen production based on the quenching of the stilbene core is the highest in G4 stilbene dendrimer.
(5)Self-assembly of chromophore using amphiphilic dendrons
The self-assembly of amphiphilic pyrene-cored poly(aryl ether) dendrimers has been studied. Pyrene excimer emission from the higher generation is observed in KOH aqueous solution at low concentration. The results indicate that the self-aggregation in higher generation dendrimer takes place more efficiently than in lower generation in aqueous solution. Less

  • Research Products

    (60 results)

All 2006 2005 2004

All Journal Article (59 results) Book (1 results)

  • [Journal Article] Volume-Demanding Cis-Trans Isomerization of 1,2-DiarylOlefins in the Solid State2006

    • Author(s)
      Natarajan, Arunkumar
    • Journal Title

      Journal of Organic Chemistry 71(3)

      Pages: 1055-1059

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Substituent Effects on the Ground-State Properties of Naphthalene-Based Analogues of Salicylideneaniline in Solution2006

    • Author(s)
      Ohshima, Asuka
    • Journal Title

      Bulletin of the Chemical Society of Japan 79(2)

      Pages: 305-311

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Volume-Demanding Cis-Trans Isomerization of 1,2-Diaryl Olefins in the Solid State2006

    • Author(s)
      Natarajan, A., Mague, J.T., Venkatesan, K., Arai, T., Ramamurthy, V.
    • Journal Title

      J.Org.Chem. 71

      Pages: 1055-1059

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Substituent Effects on the Ground-State Properties of Naphthalene-Based Analogues of Salicylideneaniline in Solution2006

    • Author(s)
      Ohshima, A., Momotake, A., Arai, T.
    • Journal Title

      Bull.Chem.Soc.Jpn. 79

      Pages: 305-311

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photochemical and complexation studies for new fluorescent and colored chelator2005

    • Author(s)
      Ohshima, Asuka
    • Journal Title

      Science and Technology of Advanced Materials 6(6)

      Pages: 633-643

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Spin Dynamics of the Radical Pair in a Low Magnetic Field Studied by the Transient Absorption Detected Magnetic Field Effect on the Reaction Yield and Switched External Magnetic Field2005

    • Author(s)
      Suzuki, Toshiaki
    • Journal Title

      Journal of Physical Chemistry A 109(44)

      Pages: 9911-9918

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Enhancement of the Large Stokes-Shifted Fluorescence Emission from the 2-(2'-Hydroxypheny1)benzoxazole Core in a Dendrimer2005

    • Author(s)
      Ohshima, Asuka
    • Journal Title

      Journal of Physical Chemistry A 109(43)

      Pages: 9731-9736

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photochemistry of salicylideneaniline analogue at low temperature.2005

    • Author(s)
      Ohshima, Asuka
    • Journal Title

      Chemistry Letters 34(9)

      Pages: 1288-1289

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Effect of the intramolecular hydrogen bonding on the photochromic properties of the hemiindigo dye having a pyrrole ring.2005

    • Author(s)
      Ikegami, Masashi
    • Journal Title

      Molecular Crystals and Liquid Crystals 431

      Pages: 445-449

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photoisomerization and photoinduced hydrogen-atom transfer in 1-chloro-4-(2-pyrrol-2-ylethenyl)phthalazine.2005

    • Author(s)
      Akiu, Kei
    • Journal Title

      Bulletin of the Chemical Society of Japan 78(6)

      Pages: 1132-1137

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Dynamics of Intramolecular Electron Transfer Reaction of FAD Studied by Magnetic Field Effects on Transient Absorption Spectra2005

    • Author(s)
      Murakami, Masaaki
    • Journal Title

      Journal of Physical Chemistry A 109(26)

      Pages: 5793-5800

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Study on oxygen quenching processes of the excited state dendrimer molecules2005

    • Author(s)
      Momotake, Atsuya
    • Journal Title

      Chemistry Letters 34(5)

      Pages: 684-685

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Recognition of substituted cytosine derivatives by the base pairing with guanine connected to pyrene.2005

    • Author(s)
      Kawai, Takahiro
    • Journal Title

      Chemical Physics Letters 407(1-3)

      Pages: 58-62

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photochromic and fluorescence properties of a hemiindigo in the presence of bovine serum albumin.2005

    • Author(s)
      Ikegami, Masashi
    • Journal Title

      Chemistry Letters 34(4)

      Pages: 492-493

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] The photochemical isomerization of cross-linked 1,3,5-tristyrylbenzene dendrimer with hula-twist mechanism.2005

    • Author(s)
      Uda, Mayuko
    • Journal Title

      Tetrahedron Letters 46(17)

      Pages: 3021-3024

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Unusual Solvatochromism Based on Intramolecular Hydrophobic Interaction in Water-soluble Azobenzene Dendrimers2005

    • Author(s)
      Momotake, Atsuya
    • Journal Title

      Chemistry Letters 34(3)

      Pages: 310-311

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Inhibition of the formation and decay of stilbene core radical cations by the dendron during the photoinduced electron transfer2005

    • Author(s)
      Hara, Michihiro
    • Journal Title

      Journal of Physical Chemistry B 109(2)

      Pages: 973-976

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photochemical and complexation studies for new fluorescent and colored chelator2005

    • Author(s)
      Ohshima, A., Momotake, A., Arai, T.
    • Journal Title

      Science and Technology of Advanced Materials 6

      Pages: 633-643

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Spin Dynamics of the Radical Pair in a Low Magnetic Field Studied by the Transient Absorption Detected Magnetic Field Effect on the Reaction Yield and Switched External Magnetic Field2005

    • Author(s)
      Suzuki, T., Miura, T., Maeda, K., Arai, T.
    • Journal Title

      J.Phys.Chem.A 109

      Pages: 9911-9918

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Enhancement of the Large Stokes-shifted Fluorescence Emission from 2-(2'-Hydroxyphenyl)benzoxazole Core in Dendrimer2005

    • Author(s)
      Ohshima, A., Momotake, A., Nagahata, R., Arai, T.
    • Journal Title

      J.Phys.Chem.A 109

      Pages: 9731-9736

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photochemistry of Salicylideneaniline Analogue at Low Temperature2005

    • Author(s)
      Ohshima, A., Momotake, A., Arai, T
    • Journal Title

      Chem.Lett. 34

      Pages: 1288-1289

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Effect of the Intramolecular Hydrogen Bonding on the Photochromic Properties of the Hemiindigo Dye Having a Pyrrole Ring2005

    • Author(s)
      Ikegami, M., Arai, T.
    • Journal Title

      Mol.Cryst.Liq.Cryst. 431

      Pages: 445-449

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photoisomerization and Photoinduced Hydrogen-Atom Transfer in 1-Chloro-4-(2-pyrrol-2-ylethenyl)phthalazine2005

    • Author(s)
      Akiu, K., Saijo, M., Ikegami, M., Arai, T.
    • Journal Title

      Bull.Chem.Soc.Jpn. 78

      Pages: 1132-1137

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Dynamics of Intramolecular Electron Transfer Reaction of FAD Studied by Magnetic Field Effects on Transient Absorption Spectra2005

    • Author(s)
      Murakami, M., Maeda, K., Arai, T.
    • Journal Title

      J.Phys.Chem.A 109

      Pages: 5793-5800

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Study on Oxygen Quenching Processes of the Excited State Dendrimer Molecules2005

    • Author(s)
      Momotake, A., Horiuchi, H., Hayakawa, J., Mizutani, T., Mishimura, Y., Hitatsuka, H., Arai, T.
    • Journal Title

      Chem.Lett. 34

      Pages: 684-685

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Recognition of substituted cytosine derivatives by the base pairing with guanine connected to pyrene2005

    • Author(s)
      Kawai, T., Ikegami, M., Kawai, K., Majima, T., Nishimura, Y., Arai, T.
    • Journal Title

      Chem.Phys.Lett. 407

      Pages: 58-62

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photochromic and Fluorescence Properties of a Hemiindigo in the Presence of Bovine Serum Albumin.2005

    • Author(s)
      Ikegami, M., Arai, T.
    • Journal Title

      Chem.Lett. 34

      Pages: 492-493

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] The photochemical isomerization of cross-linked 1,3,5-tristyrylbenzene dendrimer with hula-twist mechanism2005

    • Author(s)
      Uda, M., Momotake, A., Arai, T.
    • Journal Title

      Tetrahedron Lett. 46

      Pages: 3021-3024

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Unusual Solvatochromism Based on Intramolecular Hydrophobic Interaction in Water-Soluble Azobenzene Dendrimers2005

    • Author(s)
      Momotake, A., Arai, T.
    • Journal Title

      Chem.Lett. 34

      Pages: 310-311

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Inhibition of the Formation and Decay of Stilbene Core Radical Cations by the Dendron during the Photoinduced Electron Transfer2005

    • Author(s)
      Hara, M., Samori, S., Cai, X., Tojo, S., Arai, T., Momotake, A., Hayakawa, J., Uda, M., Kawai, K., Endo, M., Fujitsuka, M., Majima, T.
    • Journal Title

      J.Phys.Chem.B 109

      Pages: 973-976

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Optical responding dendrimer2005

    • Author(s)
      Momotake, A., Nishimura, Y., Arai, T.
    • Journal Title

      Shinki Kuromikku Zairyo no Sekkei-Kino-Oyo

      Pages: 36-50

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Effects of benzyl-ether type dendrons as hole-harvesting antennas and shielding for the neutralization of stilbene core radical cations with chloride ion during two-photon ionization of stilbene dendrimers having stilbene core and benzyl-ether type dendrons2004

    • Author(s)
      Hara, Michihiro
    • Journal Title

      Journal of the American Chemical Society 126(43)

      Pages: 14217-14223

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Dynamics of Water-Soluble Stilbene Dendrimers upon Photoisomerization2004

    • Author(s)
      Tatewaki, Hiroshi
    • Journal Title

      Journal of Physical Chemistry B 108(34)

      Pages: 12783-12789

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] A new fluorescent metal sensor with two chelating moieties2004

    • Author(s)
      Ohshima, Asuka
    • Journal Title

      Tetrahedron Letters 45

      Pages: 9377-9381

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis and photochemical properties of porphyrinazobenzene Triad2004

    • Author(s)
      Yamamura, Takashi
    • Journal Title

      Tetrahedron Letters 45

      Pages: 9219-9223

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Water-soluble Dendrimers as a Potential Fluorescent Detergent to Form Novel Micelles at Very Low CMC2004

    • Author(s)
      Ogawa, Masami
    • Journal Title

      Tetrahedron Letters 45

      Pages: 8515-8518

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Exciplex Formation Between Pyrene and Guanine in Highly Polar Solvent2004

    • Author(s)
      Kawai, Takahiro
    • Journal Title

      Chemical Communications 7

      Pages: 824-825

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photochromism, thermochromism, and solvatochromism of naph-thalene-based analogues of salicylideneaniline in solution2004

    • Author(s)
      Ohshima, Asuka
    • Journal Title

      Journal of Photochemistry and Photobiology A : Chemistry 102

      Pages: 473-479

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Water-soluble azobenzene dendrimers2004

    • Author(s)
      Momotake, Atsuya
    • Journal Title

      Tetrahedron Letters 45

      Pages: 4131-4134

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photoinduced hydrogen atom transfer and trans-cis isomerization of C=C double bond in 2'-hydroxychalcone analogues studied by nano-second time-resolved infrared spectroscopy2004

    • Author(s)
      Kaneda, Kaoru
    • Journal Title

      Bulletin of the Chemical Society of Janan 77(8)

      Pages: 1529-1535

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photochemical Specific Isomerization of Dendritic Stilbene with Unusual Direction2004

    • Author(s)
      Momotake, Atsuya
    • Journal Title

      Bulletin of the Chemical Society of Janan 77(6)

      Pages: 1195-1200

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photochemical reaction of α-bromoacetylarenes studied by product analysis and laser flash photolysis2004

    • Author(s)
      Suzuki, Toshiaki
    • Journal Title

      Bulletin of the Chemical Society of Janan 77(4)

      Pages: 801-806

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Dynamic process of the photo-chemically produced flavin radicals in a neutral micelle studied by a magnetic field effect2004

    • Author(s)
      Horiuchi, Makoto
    • Journal Title

      Chemical Physics Letters 394

      Pages: 345-348

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Synthesis, excited state properties, and dynamic structural change of photoresponsive dendrimers2004

    • Author(s)
      Momotake, Atsuya
    • Journal Title

      Polymer 45

      Pages: 5369-5390

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Photochemistry and photophysics of stilbene dendrimers and related compounds2004

    • Author(s)
      Momotake, Atsuya
    • Journal Title

      Journal of Photochemistry and Photobiology C : Photo chemistry Reviews 5

      Pages: 1-25

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Effects of Benzyl Ether Type Dendrons as Hole-Harvesting Antennas, and Shielding for the Neutralization of Stilbene Core Radical Cations with Chloride Ion during Two-Photon Ionization of Stilbene Dendrimers Having Stilbene Core and Benzyl Ether Type Dendrons2004

    • Author(s)
      Hara, M., Samori, S., Cai, X., Tojo, S., Arai, T., Momotake, A., Hayakawa, J., Uda, M., Kawai, K., Endo, M., Fujitsuka, M., Majima, T.
    • Journal Title

      J.Am.Chem.Soc. 126

      Pages: 14217-14223

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Dynamics of Water-Soluble Stilbene Dendrimers upon Photoisomerization2004

    • Author(s)
      Tatewaki, H., Baden, N., Momotake, A., Arai, T., Terazima, M.
    • Journal Title

      J.Phys.Chem.B 108

      Pages: 12783-12789

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] A new fluorescent metal sensor with two binding moieties2004

    • Author(s)
      Ohshima, A., Momotake, A., Arai, T.
    • Journal Title

      Tetrahedron Lett. 45

      Pages: 9377-9381

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis and Photochemical Properties of Porphyrin-Azobenzene Triad2004

    • Author(s)
      Yamamura, T., Momotake, A., Arai, T.
    • Journal Title

      Tetrahedron Lett. 45

      Pages: 9219-9223

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Water-soluble poly(aryl ether) dendrimers as a potential fluorescent detergent to form micelles at very low CMC2004

    • Author(s)
      Ogawa, M., Momotake, A., Arai, T.
    • Journal Title

      Tetrahedron Lett. 45

      Pages: 8515-8518

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Exciplex formation between pyrene and guanine in highly polar solvents2004

    • Author(s)
      Kawai, T., Ikegami, M., Arai, T.
    • Journal Title

      Chem.Commun. 7

      Pages: 824-825

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photochromism, thermochromism, and solvatochromism of naphthalene-based analogues of salicylideneaniline in solution2004

    • Author(s)
      Ohshima, A., Momotake, A., Arai, T.
    • Journal Title

      J.Photochem.Photobiol.A : Chem. 162

      Pages: 473-479

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Water-soluble azobenzene dendrimers2004

    • Author(s)
      Momotake A., Arai, T.
    • Journal Title

      Tetrahedron Lett. 45

      Pages: 4131-4134

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] The Photoinduced Hydrogen Atom Transfer and trans-cis Isomerization of the C=C Double Bond in 1-(1-Hydroxy-2-naphthyl)-3-(1-naphthyl)-2-propen-1-one and Related Compounds Studied Using Nanosecond Time-Resolved Infrared Spectroscopy2004

    • Author(s)
      Kaneda, K., Sato, S., Hamaguchi, H., Arai, T.
    • Journal Title

      Bull.Chem.Soc.Jpn. 77

      Pages: 1529-1535

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] The Photochemical Specific Isomerization of Dendritic Stilbenes2004

    • Author(s)
      Momotake, A., Hayakawa, J., Nagahata, R., Arai, T.
    • Journal Title

      Bull.Chem.Soc.Jpn. 77

      Pages: 1195-1200

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photochemical Reactions of α-Bromoacetylarenes Studied by Product Analysis and Laser Flash Photolysis2004

    • Author(s)
      Suzuki, T., Kaneko, Y., Ikegami, M., Arai, T.
    • Journal Title

      Bull.Chem.Soc.Jpn. 77

      Pages: 801-806

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Dynamic process of the photochemically produced flavin radicals in a neutral micelle studied by a magnetic field effect2004

    • Author(s)
      Horiuchi, M., Maeda, K., Arai, T.
    • Journal Title

      Chem.Phys.Lett. 394

      Pages: 344-348

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis, excited state properties, and dynamic structural change of photoresponsive dendrimers2004

    • Author(s)
      Momotake, A., Arai, T.
    • Journal Title

      Polymer 45

      Pages: 5369-5390

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Photochemistry and photophysics of stilbene dendrimers and related compounds2004

    • Author(s)
      Momotake, A., Arai, T.
    • Journal Title

      J.Photochem.Photobiol.C : Photochemistry Reviews 5

      Pages: 1-25

    • Description
      「研究成果報告書概要(欧文)」より
  • [Book] 新規クロミック材料の設計・機能・応用2005

    • Author(s)
      Momotake, Atsuya
    • Total Pages
      15
    • Publisher
      株式会社シーエムシー出版
    • Description
      「研究成果報告書概要(和文)」より

URL: 

Published: 2007-12-13  

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