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DEVELOPMENTS OF PHOTORESPONSIBLE MATERIALS AND THEIR APPLICATIONS

Research Project

Project/Area Number 09554036
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field Organic chemistry
Research InstitutionOSAKA PREFECTURE UNIVERSITY

Principal Investigator

MIZUNO Kazuhiko  OSAKA PREFECTURE UIVERSITY, COLLEGE OF ENGINEERING, PROFESSOR, 工学部, 教授 (10109879)

Co-Investigator(Kenkyū-buntansha) MAEDA Hajime  OSAKA PREFECTURE UNIVERSITY, COLLEGE OF ENGINEERING, RESEARCH ASSOCIATE, 工学部, 助手 (40295720)
MATSUMURA Noboru  OSAKA PREFECUTUR UNIVERSITY, COLLEGE OF ENGINEERING, LECTURER, 工学部, 講師 (40125274)
SUGIMOTO Akira  OSAKA PREFECTURE UIVERSITY, COLLEGE OF ENGINEERING, ASSOCIATE PROFESSOR, 工学部, 助教授 (00081323)
IINURA Takehiko  NISSHIN ELECTRIC CO.LTD., ADVANCED MATERIALS GROUP SENEOR RESEARCH ENGINEER, 電力システム開発ブ, 主席研究員
TAMAI Toshiyuki  OSAKA MUNICIPAL TECHNICAL RESEARCH INSTITUTE, TECHNOCHEMISTRY, RESEARCH OFFICER, 工業化学課, 研究員
Project Period (FY) 1997 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥12,200,000 (Direct Cost: ¥12,200,000)
Fiscal Year 1999: ¥2,500,000 (Direct Cost: ¥2,500,000)
Fiscal Year 1998: ¥2,200,000 (Direct Cost: ¥2,200,000)
Fiscal Year 1997: ¥7,500,000 (Direct Cost: ¥7,500,000)
KeywordsOrganosilicon Compound / Group 14 Organometallic Compound / Photoresponsible Polymer Compound / Photoresponsible Material / π,π-Interaction / Spirocompound / Aromatic Hydrocarbon / Patterning / 14族元素 / π-π相互作用 / ポリ(4-トリメチルシリルメチルスチレン) / カルボキシル基生成 / 光環化付加反応 / ジヒドロフェナジン / 単分子LB膜 / 分子デバイス / パタ-ニング
Research Abstract

Syntheses and photophysical and photochemical properties of trimethylsilyl-substituted aromatic hydrocarbons, spirocompounds having group 14 element as a spiroelement, and polystyrene derivatives having group 14 organometallic substituents have been examined for the purpose of the development of the photoresponsible materials and photoresponsible polymer compounds having group 14 elements and the following results were obtained. 1) The fluorescence quantum yields of trimethylsilyl-substituted aromatic hydrocarbons such as pyrene, anthracene, and phenanthrene were much higher than those of the corresponding unsubstituted aromatic hydrocarbons.
2) 2,2'-Silaspirobiindan and its related compounds having group 14 elements were synthesized and characterized. The absorption and fluorescence spectra of the spirocompounds did not show any π,π-interaction between two aryl groups.
3) KrF laser irradiation of thin film of poly (4-trimethylsilylmethylstyrene) under atmospheric condition induced oxygenation at the film surface and crosslinking inside the film. Since the crosslinking was an apparent two photon reaction and required the closely formed radicals, the efficiency of C-Si bond cleavage and the following radical formation at the 4-position of the benzene ring played the crucial role in the crosslinking ability.
4) KrF laser irradiation of thin film of poly (4-trimethylstannylmethylstyrene) followed by heating at 500℃ under aerobic condition afforded the thin film pattern of SnOィイD22ィエD2.

Report

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

    (28 results)

All Other

All Publications (28 results)

  • [Publications] Nobuyuki Ichinose: "Non-linear Laser Intensity Dependence of the Formation of Carboxylic Acid Groups at the Surface of Polymer Films : The effect of Coupling of Radical Intermediates"Langmuir. 13. 2603-2605 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masao Fujiwara: "Spectroscopic Studies on Photochemical Formation Of o-Xylylene in Solutin"J. Phys. Chem. A. 101. 4912-4915 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Toshiyuki Tamai: "Patterning of SnO_2 Thin Film by Combination of Lithographic Photoirradiation and Pyrilysis of an organotin Polymer"Chem. Materials. 9. 2674-2675 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kazuhiko Mizuno: "A-Novel Intramolecular Photocyclization of 2-(4,5-Dimethyl-2 -oxa 4-hexenyl)-1-methoxycarbonylnaphthalene via 1,9-Hydrogen Abstraction"J. Chem. Soc., Chem. Commun.. 1998. 1659-1660 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Yasuharu Yoshimi: "A Novel Photorearrangement of Aryl Naphthylmethyl Ethers. Formation of Cyclohexa-2,4-dienone Derivatives"Tetrahedron Lett.. 39. 4683-4686 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Akira Sugimoto: "Hydrobromic Acid-Dimethyl Sulfoxide Reagent for Dealkylation of 5,10-Dialkyl-5,10-dihydrophenazines : Synthesis of 10-Alkyl-2(10H)-phenazines"J. Heterocyclic Chem. 36. 1057-1064 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 水野一彦: "季刊化学総説 No.36, 「光工学の基礎と先端研究」"学会出版センター. 275 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kazuhiko Mizuno: "Advances in Electron transfer Chemistry VI"Jai Press. 165 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Nobuyuki Ichinose: "Non-linear Laser Intensity Dependence of the Formation of Carboxylic Acid Groups at the Surface of Polymer Films : The Effect of Coupling of Radical Intermediates."Langmuir. 13. 2603-2605 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Msao Fujiwara: "Spectroscopic Studies on Photochemical Formation of o-Xylylene in Solution."J.Phys.Chem.A.. 101. 4912-4915 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Toshiyuki Tamai: "Patterning of SnOィイD22ィエD2 Thin Film by Combination of Lithographic Photoirradiation and Pyrolysis of an organotin Polymer."Chem.Materials. 9. 2674-2675 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kazuhiko Mizuno: "A Novel Intramolecular Photocyclization of 2-(4,5-Dimethyl-2-oxa-4-hexenyl)-1-methoxycarbonylnaphthalene via 1,9-Hydrogen Abstraction."J.Chem.Soc., Chem.Commun.. 1998. 1659-1660 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Yasuharu Yoshimi: "A Novel Photorearrangement of Aryl Naphthylmethyl Ethers. Formation of Cyclohexa-2,4-dienone Derivatives."Tetrahedron Lett.. 39. 4683-4686 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Akira Sugimoto: "Hydrobromic Acid-Dimethyl Sulfoxide Reagent for Dealkylation of 5,10-Dialkyl-5,10-dihydrophenazines : Synthesis of 10-Alkyl-2(10H)-phenazines."J.Heterocyclic Chem.. 36. 1057-1064 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kazuhiko Mizuno: "Kokagaku No Kiso To Sentankenkyu"Gakkai Schuppan Center. 95-101 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kazuhiko Muzuno: "Advances in Electron Transfer Chemistry VI"JAI Press. 131-165 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Akira Sugimoto: "Thermally Unstable 5-(9-Anthrylmethyl)-10-methyl-5,10-dihydrophenazine"J. Chem. Res.(S). 1999. 72-73 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Akira Sugimoto: "Successive Electron Transfer Reaction of Lithium Salt of Methyl-5,10- dihydrophenazine Anion with 4-Nitrophenethyl Bromide via 4-Nitrostyrene"J. Heterocyclic Chem.. 36. 849-856 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Akira Sugimoto: "Hydrobromic Acid-Dimethyl Sulfoxide eagent for Dealkylation of 5,10-Dialkyl-5,10-dihydrophenazines: Synthesis of 10-Alkyl-2(10H)-phenazines"J. Heterocyclic Chem.. 36. 1057-1064 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Toshiyuki Tamai: "Photochemical Oxygenation and Crosslinking of Poly(4-trimethylsilylmethyl-styrene) Thin Film by UV Irradiation"Macromolecules. 33(印刷中). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] Kazuhiko Mizuno: "Advances in Electron Transfer Chemistry VI"JAI Press. 165 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Mikayama: "Observation of Monolayers of a Long-chain Alkyl Dihydrophenazine Derivative for a Photoelectric Molecular Device by Atomic Force Microscopy." Mol.Cryst.Liq.Cryst.315. 211-216 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Okamoto: "Electrospray Mass Analysis of Chemical Oxidation of 1,2-Diarylcyclopropanes by Cu(II)Salt" J.Am.Soc.Mass. 9. 966-969 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Mikayama: "Nanometer-scale Unimonolayer Device Properties of High-quality Monolayer Film" Denki Gakkai Ronbunshi A. 118-A. 1435-1439 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] 水野一彦: "季刊化学総説 No.36, 「光化学の基礎と先端研究」" 学会出版センター, 275 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Mizuno: "Advances in Electron Transfer Chemistry VI (in press)" Jai Press, (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Nobuyuki Ichinose: "Nonlinear Laser Intensity Dependence of the Formation of Carboxylic Acid Groups at the Surface of Polymer Films : The Effect of Coupling of Radical Intermediates." langmuir. 13・10. 2603-2605 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Toshiyuki Tamai: "Patterning of SnO_2 Thin Films by Combination of Lithographic Photoirradiation and Pyrolysis of an Organotin Polymer." Chem.Mater.9・12. 2674-2675 (1997)

    • Related Report
      1997 Annual Research Report

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

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