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Creation of Nano-Luminophores from Five-Membered Heterocyde with C_<60>

Research Project

Project/Area Number 14550813
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 有機工業化学
Research InstitutionKinki University

Principal Investigator

MATSUBARA Yoshio  Kinki University, Faculty of Science and Engineering, Professor, 理工学部, 教授 (80088450)

Project Period (FY) 2002 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥2,800,000 (Direct Cost: ¥2,800,000)
Fiscal Year 2003: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 2002: ¥1,600,000 (Direct Cost: ¥1,600,000)
KeywordsCreation of Nano-Luminophores / Strongly Fluorescent Derivatives / Pyrrolidine Ring-Fused C_<60> / 1,3-Dipole Addition / Mono, tetra and hexa-adducts / 58π→52π→48π / 1,3一双極子付加反応 / 新規C_<60>強発光体(量子収率0.012)
Research Abstract

Light-emitting materials continue to attract strong interest of many research groups, because of their fascinating applications such as EL materials, sensors and biolabeling agents. In this research, the transformation of practically nonfluorescent C_<60>(Φ_f<10^<-5>) into the strongly fluorescent derivatives(Φ_f)10^<-2> was investigated
The design concept for this purpose stands on the electronic manipulation of the 48πsystem(formed by cycloaddition to C_<60> double bonds at the octahedral positions) with the added rings.
The pyrrolidine ring-fused C_<60> were obtained by the 1,3-dipole addition of azomethine ylide with C_<60> to give mono-, tetra-and hexaadducts.
The emitting wavelength shifts to the low wavelength side(58π→52π,Δλ=105nm, 52π→48π,Δλ=60nm) and the emitting intensity rises the remarkable increase in Φ_f(58π. Φ_f=1.8×10^<-4>,52π.Φ_f=2.2×10^<-3>,48π.Φ_f=1. ×10^<-2>) with increasing fused number as mono-, tetra-and hexaadducts(decreasing conjugativity in spherical conjugated system of C_<60> : 58π→52π→48π). The pyrrolidine hexaadduct indicates to emit orange yellow fluorescence.
In conclusion, transformation of nonfluorescent C_<60> into the efficiently luminescent C_<60> derivative was succeeded

Report

(3 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • Research Products

    (20 results)

All Other

All Publications (20 results)

  • [Publications] Y.Matsubara, T.Matsuda, S.Hatta, Y.Yamaguchi, Z.Yoshida: "Photostable and Strongly Fluorescent Materials"Advanced Materials. 14/17. 1211-1213 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Kobayashi, S.Wakumoto, Y.Yamaguchi, T.Wakamiya, Y.Matsubara, K.Sugimoto, Z.Yoshida: "Shape-persistent Cyclyne-Type Azamacrocycles : Synthesis, Unusual Light-emitting Characteristics, and Specific Recognition of the Sb(V)Ion"Tetrahedron Lett.. 44/9. 1469-1472 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Kobayashi, S.Wakumoto, Y.Yamaguchi, T.Wakamiya, K.Sugimoto, Y.Matsubara, Z.Yoshida: "Synthesis and Properties of Novel Thiaarenecyclynes"Tetrahedron Lett.. 44/9. 1807-1810 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Y.Matsubara, T.Matsuda, A.Kato, Y.Kakedai, Y.Yamaguchi: "Novel Reaction of Dimethylaniline with Tetrabromomethane Prodducting 4,4^1-Methvlenebis (N, N-Dimethylaniline)"Synth.Commun.. 33/11. 18853-1889 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Z.Yoshida, Y.Matsubara, Y.Yamaguchi: "Chemical Transformation of Nanofluorescent C_<60> into the Strongly Fluorescent Derivatives"Japan Society for the Promotion of Science 116 Committee Report. 55. 28-31 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Y.Yamaguchi, S.Kobayashi, S.Miyamura, Y.Okamoto, T.Wakamiya, Y.Matsubara, Z.Yoshida: "Synthesis and light-emitting characteristics of doughnut-shaped p-electron systems"Angew.Chem., Int.Ed.. 43/3. 366-369 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Y.Matsubara, T.Matsuda, S.Hatta, Y., Yamaguchi, Z.Yoshida: "Photostable and Strongly Fluorescent Materials"Advanced Materials. 14/17. 1211-1213 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Kobayashi, Y.Yamaguchi T.Wakamiya, Y.Matsubara, K.Sugimoto, Z.Yoshida: "Shape-persistent Cyclyne-Tyype Azamacrocycles : Synthesis, Unusual light-emitting Characteristics, and Specific Recognition of the Sb(V) Ion"Tetrahedron Lett.. 44/7. 1469-1472 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Kobayashi, S.Wakumoto, Y.Yamaguchi, T.Wakamiya, K.Sugimoto, Y.Matsubara, Z.Yoshida: "Synthesis and Properties of Novel Thiaarenecyclynes"Tetrahedron Lett.. 44/8. 1807-1810 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Y.Matsubara, T.Matsuda, A.Kato, Y.Kakedai, Y.Yamaguchi: "Novel Reaction of Dimethylaniline with Tetrabromomethane Prodducting 4,4'-Methylenebis(N,N-Dimethylaniline)"Synth.Commun.. 33/11. 1885-1889 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Z.Yoshida, Y.Matsubara, Y.Yamaguchi: "Chemical Transformation of Nanofluorescent C_<60> into the Strong Fluorescent Derivatives"Japan Society for the Promotion of Science 116 Committee Report. 55. 28-31 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Y.Yamaguchi, S.Kobayashi, S.Miyamura, Y.Okamoto, T.Wakamiya, Y.Matsubara, Z.Yoshida: "Synthesis and light-emitting characteristics of doughnut-shaped p-electron systems"Angew.Ohem.Int.Ed.. 43/3. 366-369 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Kobayashi, S.Wakumoto, Y.Yamaguchi, T.Wakamiya, K.Sugimoto, Y.Matsubara, Z.Yoshida: "Synthesis and Properties of Novel Thiaarenecyclynes"Tetrahedron Lett.. 44/9. 1807-1810 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] H.Nakayama, I.Kaetsu, K.Uchida, J.Okuda, T.Kitani, Y.Matsubara: "Preparation of Temperature Responsive Fragrance Releace Membranes by UV Curing"Radiat. Phys. Chem.. 67(2). 131-136 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] H.Nakayama, I.Kaetsu, K.Uchida, M.Oishibashi, Y.Matsubara: "Intelligent Biomembrunes for Nicotine Releases by Radiation Curing"Radiat. Phys. Chem.. 67(3-4). 367-370 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Y.Matsubara, T.Matsuda, A.Kato, Y.Kakedai, Y.Yamaguchi: "Novel Reaction of Dimethylaniline with Tetrabromomethane Prodducting 4,4'-Methylenebis(N, N-Dimethylaniline)"Synth. Commun.. 33(11). 1885-1889 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Y.Yamaguchi, S.Kobayashi, S.Miyamura, Y.Okamoto, T.Wakamiya, Y.Matsubara, Z.Yoshida: "Synthesis and light-emitting characteristics of doughnut-shaped π-electron systems"Angew. Chem., Int. Ed.. 43(3). 366-369 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] Y.Yamaguchi, S.Kobayashi, N.Amita, T.Wakamiya, Y.Matsubara, K.Sugimoto, Z.Yohsida: "Creation of Nanoscale Oxaarenecyclynes and Their C_<60> Complexes"Tetrahedron Lett.. 43. 3277-3280 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Y.Matsubara, T.Matsuda, S.Hattas, Y.Yamaguchi, Z.Yoshida: "Photostable and Strongly Fluorescent Materials"Advanced Materials. 14, No17. 1211-1213 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] S.Kobayashi, Y.Yamaguchi, T.Wakamiya, Y.Matsubara, K.Sugimoto: "Shape-persistent Cyclyne-Type Azamacrocycles : Synthesis, Unusual Light-emitting Characteristics, and Specific Recognition of the Sb(V) Ion"Tetrahedron Lett.. 44. 1469-1472 (2003)

    • Related Report
      2002 Annual Research Report

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Published: 2002-04-01   Modified: 2016-04-21  

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