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Development of Novel Construction Methods of Functional Organic Structures on the Metal and Semiconductor Surfaces

Research Project

Project/Area Number 14350381
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Material processing/treatments
Research InstitutionNagoya University

Principal Investigator

OKANO Takashi  Nagoya University, Eco Topia Science Institute, Associate Professor, エコトピア科学研究機構, 助教授 (90194373)

Co-Investigator(Kenkyū-buntansha) TAKAI Osamu  Nagoya University, Eco Topia Science Institute, Professor, エコトピア科学研究機構, 教授 (40110712)
Project Period (FY) 2002 – 2004
Project Status Completed (Fiscal Year 2004)
Budget Amount *help
¥14,600,000 (Direct Cost: ¥14,600,000)
Fiscal Year 2004: ¥1,600,000 (Direct Cost: ¥1,600,000)
Fiscal Year 2003: ¥9,200,000 (Direct Cost: ¥9,200,000)
Fiscal Year 2002: ¥3,800,000 (Direct Cost: ¥3,800,000)
KeywordsSelf-organization / Hydrosilylation / Fluorinated compounds / Nanomaterials / Monolayer / Ferroelectricity / Organic diodes / Radical reaction / Si(111)面 / 水素終端化シリコン / 有機整流器 / 強誘電性薄膜 / 含フッ素ポリエーテル / AFMリソグラフィー / ポリアリールアセチレン / ジフルオロメチレン化合物 / 固体NMR / ポリアリール / Suzukiカップリング / 有機導電体 / ポリフッ素化エーテル
Research Abstract

Self-organization of functionalized organic molecules on metals and semiconductors provides a novel material processing method and homogeneous surface molecular structures. However, relatively simple organic structures were constructed on such materials. For extension of variety of combination of organic molecules and metal/semiconductor materials, we investigated through the following two kinds of approaches.
1)Formation of surface organometallic structure based on strong metal-carbon interactions
2)Formation of surface organic structure on metallic or semiconductor materials based on weak hetero atom-metal interactions
1-1 Formation of organic ferroelectric monolayers on Si(111) substrates
Novel ferroelectric organic structure was developed and new radical acceptors for introduction of the ferroelectric moiety (-O-CH_2-CF_2-CH_2-O-) into organic skeletons were established. After accumulation of the ferroelectric moiety, terminally allylated or propargylated fluorinated molecules for hydr … More osilylation were prepared. Newly improved hydrosilylation procedure was employed and the adsobates were immobilized on the silicon crystal surface at room temperature. Ferroelectric property of the silicon substrates was confirmed as sigmoid curves of bias voltage-polarizations were depicted.
1-2 Fabrication of conjugated oligoaryl self-assembled monolayers and the rectification properties
Terminal acetylene forms conductive conjugated structure on silicon crystal surface via hydrosilylation on hydrogen-terminated silicon. If electron-rich oligoaryl acetylene was self-assembled on p-doped silicon, this N/P juncture constitutes a diode. Thus, several electron-rich oligoaryl acetylenes were prepared and self-assembled on hydrogen-terminated Si(111) surface. I-V profiles of the SAMs were recorded and anticipated rectification properties were found. Although more electron-rich oligoaryls gave higher conductivity, shorter phenylacetylene SAM was more conductive than longer p-terphenylacetylene SAM. The rectification ratio was much higher than the previously reported non-conjugated SAMs.
1-3 Observation of Si-C bonding via solid state ^<13>C CP-MAS NMR spectrum
While ^<13>C NMR spectroscopy is the best procedure for the structural elucidation of organic structures, essentially low sensitivity of the NMR spectroscopy is not suitable for the analysis of SAM because of the extremely low concentration. However, ^<13>C-enriched adsobate molecule was prepared and the SAM on Si(111) substrate was shaved and the shavings was analyzed by ^<13>C CP-MAS NMR spectroscopy. At the first time, Si-C bonding on Si(1111) was confirmed by the NMR spectroscopy.
2-1 Synthesis of fluorinated alkanethiols with functional group on the terminal
Thiol-gold interaction provides SAM formation. However, no other SAM formation with other metals strongly interactive with sulfur was known due to higher oxidative nature. Fluorinated alkanetiols can form stable interaction with metals other than gold. For the fictionalization of the SAMs, bifunctional fluorinated alkanethiols were prepared. Less

Report

(4 results)
  • 2004 Annual Research Report   Final Research Report Summary
  • 2003 Annual Research Report
  • 2002 Annual Research Report
  • Research Products

    (6 results)

All 2005 2004 Other

All Journal Article (5 results) Publications (1 results)

  • [Journal Article] Fabrication of Ferroelectric Self-Assembled Fluorinated Polyether Monolayer on Hydrogen-Terminated Si(111) Surface2005

    • Author(s)
      T.Okano, H.Inari, T.Ishizaki, W.Sakamoto, O.Takai
    • Journal Title

      Chemistry Letters 34

      Pages: 600-601

    • NAID

      10015515832

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Fabrication of Ferroelectric Self-Assembled Fluorinated Polyether Monolayer on Hydrogen-Terminated Si(111) Surface2005

    • Author(s)
      岡野, 稲成, 齋藤, 坂本, 高井 外1
    • Journal Title

      Chemistry Letters (印刷中)

    • NAID

      10015515832

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Phenyl Trifluorovinyl Sulfide : A Radical Acceptor for Preparation of gem-Difluoromethylene Compounds2004

    • Author(s)
      T.Okano, M.Chokai, M.Hiraishi, M.Yoshizawa, T.Kusukawa, M.Fujita
    • Journal Title

      Tetrahedron 60

      Pages: 4031-4035

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Phenyl Trifluorovinyl Sulfide : A Radical Acceptor for Preparation of gem-Difluoromethylene Compounds2004

    • Author(s)
      T.Okano, M.Chokai, M.Hiraishi, M.Yo-shizawa, T.Kusukawa, M.Fujita
    • Journal Title

      Tetrahedron 60

      Pages: 4031-4035

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Phenyl Trifluorovinyl Sulfide : A Radical Acceptor for Preparation of gem-Difluoromethylene Compounds.2004

    • Author(s)
      岡野, 畳開, 平石, 吉沢, 藤田 外1
    • Journal Title

      Tetrahedron 60巻18号

      Pages: 4031-4035

    • Related Report
      2004 Annual Research Report
  • [Publications] Takashi Okano: "Phenyl Trifluorovinyl Sulfide : A Radical Acceptor for Preparation of gem-Difluoromethylene Compounds"Tetrahedron. 60(印刷中). (2004)

    • Related Report
      2003 Annual Research Report

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

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