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Development of Organomagnetic and Organoconducting Materials with Novel Photo-Functionality

Research Project

Project/Area Number 09640644
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionHIMEJI INSTITUTE OF TECHNOLOGY

Principal Investigator

NAKATSUJI Shin'ichi  Himeji Institute of Technology, Department of Material Science, Faculty of Science, Professor, 理学部, 教授 (90124833)

Co-Investigator(Kenkyū-buntansha) 安西 弘行  姫路工業大学, 理学部, 教授 (40222773)
Project Period (FY) 1997 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥3,100,000 (Direct Cost: ¥3,100,000)
Fiscal Year 1999: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1998: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1997: ¥2,000,000 (Direct Cost: ¥2,000,000)
KeywordsPhoto-Functionality / Magnetic Property / Conducting Property / Stable Radical / TEMPO Radical / Photochromism / Organic Donor / CT Complex / アントラセン / スピロピラン / ニトロキシドラジカル / フェルダジルラジカル / 電荷移動錯体 / X線構造解析
Research Abstract

In order to develop organomagnetic materials with novel photo-functionality, we have tried to prepare series of photochromic compounds with stable radical substituents and we could successfully prepare series of spiropyran/merocyanine, norbornadiene/quadricyclane and anthracene/anthracene-dimer systems with stable radicals. Their structural changes have been found to occur by light/heat in solution but not in the solid-state. Although the tendency of the preservation of the magnetic interactions has been apparent in most of the latter two systems (norbornadiene/quadricyclane and anthracene/anthracene-dimer systems) albeit the change of the magnitude of the interactions, the switching behaviors of the magnetic interactions have been observed in some of the derivatives of spiropyran/merocyanine system. Further development of such photo-functional organomagnetic materials that exihit the switching behaviors in the solid-state is still in progress in our laboratory.
We have found that some sorts of stable radicals such as TEMPO radicals or verdazyl radicals work as organic donors to form CT complexes with appropriate acceptors and among the series of CT complexes being consisted of stable radicals and acceptors, relatively high conducting behaviors have been found in a series of CT complexes derived from alkylamino-TEMPO and tetracyanoazulene, although semiconducting behaviors have been apparent from the temperature dependence of their conductivities. Several pyridiuium salts with stable radical substituents have been prepared to investigate their photochemical, conducting and magnetic properties and found the interesting magnetic properties in some of the compounds prepared but further studies on their properties are now under way together with the development of other interesting systems.

Report

(4 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • 1997 Annual Research Report
  • Research Products

    (54 results)

All Other

All Publications (54 results)

  • [Publications] S. Nakatsuji et al.: "Recent progress in theole velapment of Brganomagnetic 〜"Tournal of Materials Chemistry. 7. 2161-2174 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Magnetic propsvties of charge-transfer complexes 〜"Chemical Cmmunications. 175-176 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S, Nakatsuji et al.: "Preparation and Properties of 2-(0-Halophenyl) 〜"Molecular Crystals and Liquid Crystals. 306. 279-284 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Preparation and Properties of New-Multi-Spin 〜"Molecular Crystals and Liquid Cryotals. 306. 409-414 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Mathylohalcogen Derivatiues of 1,4,5,8,-Tetrathia 〜"Liebigs Annalen/ Recueil. 729-732 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "2-(2'-Halophenyl)-α-nitronyl nitroxides"New Journal of Chemistry. 275-280 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "CT Complexes Periued From Verckzyl Radical"Zeitschrift fiiv Naturforschung. 53B. 495-502 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Magnetic Properties of 2,5-difluovophenyl 〜"Chemical Physies Letters. 296. 159-166 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Preparation and Properties of CT Copmlexes 〜"Molecular Crystals and Liquid Crystals. 313. 229-234 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Preparation and Properties of CT Complexes 〜"Molecular Crystals and Liquid Crystals. 313. 235-240 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Anzai et al.: "Effect of electrocle-materials for 〜"Journal of Crystal Growth. 191. 148-152 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "CT Complexes based on TEMPO radicals"Journal of Materials chemistry. 9. 1747-1784 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Deoxygonation Reaction of Phenyl Nitronyl 〜"Journal of Chemical Research (S). 620-621 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Preparation and Magnetic properties of 〜"Molecular Crystals and Liquid Crystals. 334. 177-184 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Preparation and Propertiesof Biradicals 〜"Molecular Crystals and Liquid Crystals. 334. 205-210 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Preparation and Properties of Photo-Functional 〜"Molecular Crystals and Liquid Crystals. (印刷中). (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S. Nakatsuji et al.: "Novel CT Complexes Periued from 〜"Molecular crystals and Liquid Crystals. (印刷中). (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] J. Yamada et al.: "Preparation of 4.5-(Alkylmethyleueclithio) 〜"Tetrahedron Letters. 40. 6635-6638 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji and H.Anzai: "Recent progress in the development of organomagnetic materials based on neutral nitroxide radicals and CT complexes derived from nitroxide radicals"J.Mater.Chem.(Feature Article). 7. 2161-2174 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, A.Takai, K.Nishikawa, Y.Morimoto, N.Yasuoka, K.Suzuki, T.Enoki and H.Anzai: "Magnetic properties of charge-transfer complexes based on TEMPO radicals"J.Chem.Soc., Chem.Commun.. 275-216 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, M.Saiga, N.Haga, A.Naito, M.Nakagawa, Y.Oda, K.Suzuki, T.Enoki and H.Anzai: "Preparation and Properties of 2-(o-Halophenyl)-α-nitronyl Nitroxides"Mol.Cryst.Liq.Cryst.. 306. 279-284 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, A.Hirai, J.Yamada, K.Suzuki, T.Enoki and H.Anzai: "Preparation and Properties of New Multi-Spin Complexes"Mol.Cryst.Liq.Cryst.. 306. 409-414 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, Y.Amano, H.Kawamura and H.Anzai: "Methylchalcogen Derivatives of 1,4,5,8-Tetrathiatetralin"Liebigs Ann./Recueil. 729-732 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, M.Saiga, N.Haga, A.Naito, T.Hirayama, M.Nakagawa, Y.Oda, H.Anzai, K.Suzuki, T.Enoki, M.Mito and K.Takeda: "2-(2'Halophenyl)-α-nitronyl nitroxides"New J.Chem.. 275-280 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, A.Kitamura, A.Takai, K.Nishikawa, Y.Morimoto, N.Yasuoka, H.Kawamura and H.Anzai: "CT Complexes Derived from Verdazyl Radicals"Z.Naturforsch.. 53B. 495-502 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, H.Morimoto, H.Anzai, J.Kawashima, K.Maeda, M.Mito and K.Takeda: "Magnetic properties of 2,5-difluorophenyl-α-nitronyl nitroxides and related position isomers"Chem.Phys.Lett.. 296. 159-166 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, A.Takai, K.Nishikawa, Y.Morimoto, N.Yasuoka and H.Anzai: "Preparation and Properties of CT Complexes Derived from 4-Substituted-amino-TEMPO Radicals"Mol.Cryst.Liq.Cryst.. 313. 229-234 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, A.Kitamura, K.Nishikawa, Y.Morimoto, N.Yasuoka, H.Kawamura and H.Anzai: "Preparation and Properties of CT Complexes Derived from Verdazyl Radicals"Mol.Cryst.Liq.Cryst.. 313. 235-240 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H.Anzai, S.Maki, S.Takasaki, S.Tanaka, S.Nakatsuji, J.Yamada, K.Nozai/ki, A.Negishi and M.Harusawa: "Effect of electrode-materials for electrocrystallization of organic charge-transfer complex (TMTSF)2C1O4"J.Cryst.Growth. 191. 148-152 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, A.Takai, K.Nishikawa, Y.Morimoto, N.Yasuoka, K.Suzuki, T.Enoki and H.Anzai: "CT complexes based on TEMPO radicals"J.Mater.Chem.. 9. 1747-1784 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, A.Takai, T.Ojima and H.Anzai: "Deoxygenation Reaction of Phenyl Nitronyl Nitorxides with the Strong Acceptors TCNQF4 and TCNQ"J.Chem.Res.(S). 620-621 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, A.Takai, M.Mizumoto, H.Anzai, K.Nishikawa, Y.Morimoto, N.Yasuoka, J.Boy and G.Kaupp: "Preparation and Properties of Novel CT Complexes Derived from Organic Stable Radicals"Mol.Cryst.Liq.Cryst.. 334. 177-184 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, M.Mizumoto, A.Takai, H.Anzai, Y.Teki and K.Tajima: "Preparation and Properties of Biradicals and Releated CT Complexes Based on 4-Substituted-amino-TEMPO Radical"Mol.Cryst.Liq.Cryst.. 334. 205-210 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] J.Yamada, K.Aoki, S.Nakatsuji, H.Nishikawa, I.Ikemoto and K.Kikuchi: "Preparation of 4,5-(Alkylmethylendithio)-1,3-dithiole-2-chalcogenones : Building Blocks for the Mono-alkylated TTF Donors"Tetrahedron Lett.. 40. 6635-6638 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, S.Takeuchi, T.Ojima, Y.Ogawa, H.Akutsu and J.Yamada: "Preparation and Properties of Photo-Functional Systems with Nitroxide Radicals"Mol.Cryst.Liq.Cryst.. (in press). (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji, M.Mizumoto, A.Takai, H.Akutsu, J.Yamada, H.Kawamura, S.Schmitt and K.Hafner: "Novel CT Complexes Derived from 4-Alkylamino-TEMPO and 2,4,6,8-Tetracyanoazulene"Mol.Cryst.Liq.Cryst.(communications). (in press). (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] S.Nakatsuji et al.: "CT complexes bascelon TEMPO vadieals"Journal of Materials Chemistry. 9. 1747-1754 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "Deoxygenation Reaction of Phenyl Nitronyl Nitroxides with the Strong Acceptors〜"Journal of Chemical Research(S). 620-621 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "Preparation and Magnetic Properties of Novel CT complexes Depived from〜"Molecular Crystals and Liquid Crystals. 334. 177-184 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "Preparation and Properties of Biradicals and Related CT Complexes Based on〜"Molecular Crystals and Liquid Crystals. 334. 205-210 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "Preparation and Properties of Photo-Functional Systems with Nitroxide Radieals"Molecular Crystals and Liquid Crystals. (印刷中).

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "Novel CT Complexes Derived from 4-Alkyl-amino-TEMPO and 2,4,6,8-Tetracyano azulane"MCLC Communications. (印刷中).

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "2-(2'-Halophenly)-d-nitronyl nitroxides" New Journal of Chemistry. 275-280 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "CT Complexes Derived from Verdazyl Radicals" Zeitschrift Fiir.Naturforschung. 53B. 495-502 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "Magnetic Properties of 2,5-difluoropheuyl-d-nitronyl nitroxide and related position isowers" Chemical Physies Letters. 296. 159-166 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "Preparation and Properties of CT Complexes Derived from 4-Substituted-amino-TEMPO Radicals" Molecular Crystals and Liquid Crystals. 313. 229-234 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "Preparation and Properties of CT Complexes Derived from Verdazyl Radicals" Molecular Crystals and Liquid Crystals. 313. 235-240 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Nakatsuji et al.: "Preparation and Properties of Biradicals and Related CT Complexes Based on 4- Substituted-amino-TEMPO Radied" Molecular Crystals and Liquid Crystals. (印刷中).

    • Related Report
      1998 Annual Research Report
  • [Publications] S. Nakatsuji, H. Anzai: "Recent progress in the development of organomagnetic materials based on neutral nitroxide radicals and charge transfer complexes 〜" Journal of Materials Chemistry. 11号. 2161-2174 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S. Nakatsuji et al.: "Z-(Z'-Halophenyl)-α-nitronyl Nitroxides" New Journal of Chemistry. 3号(発表予定). (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] S. Nakatsuji et al.: "Magnetic properties of charge-transfer complexes based on TEMPO radicals" Journal of Chemical Society, Chemical Communications. 275-276 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S. Nakatsuji et al.: "Methylchalcogen Derivatives of 1, 4, 5, 8-T-ctrathia tetralin" Liebigs Annalen/Recueil. 4号. 729-732 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S. Nakatsuji et al.: "Preparation and Properties of 2-(o-Halophenyl)-α-nitronyl Nitroxides" Molecular Crystals and Liquid Crystals. 306巻. 279-284 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S. Nakatsuji et al.: "Preparation and properties of New Multi-spin complexes" Molecular Crystals and Liquid Crystals. 306巻. 409-414 (1997)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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