• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Task specific ionic liquids - Paradigm-Shift into an active solvent beyond a static medium.

Research Project

Project/Area Number 16350025
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionOita University

Principal Investigator

ISHIKAWA Yuichi  Oita Univ., Dept.of Applied Chemistry, Associate Prof., 工学部, 助教授 (30184500)

Project Period (FY) 2004 – 2005
Project Status Completed (Fiscal Year 2005)
Budget Amount *help
¥14,000,000 (Direct Cost: ¥14,000,000)
Fiscal Year 2005: ¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 2004: ¥10,600,000 (Direct Cost: ¥10,600,000)
Keywordsionic liquids / porphyrin syntheses / biphasic reaction / imidazolium / bulky anion / ion-paired salt / free-ion paired salt / ionic form and reaction / 金属配位 / ニコチン / チオールとジスルフィド / 可逆な水溶性、疎水性制御
Research Abstract

From this research project as to functional ionic liquids, we obtained two facts ; one is regarded for porphyrin formation in ionic liquids and anther revealed the relation between reactivity and salt from of ionic liquid.
1. For the one-flask reaction producing TPP and NC-TPP, which is to consume heavily dichloromethane, an IL is employed as a reaction medium aiming at reducing the halogenated solvent. Some ILs with MSA can produce the porphyrins in a similar yield to the halogenated solution as long as the water content and the fluidity are conditioned to be the optimum state. When the 1-alkyl-3-methylimidazolium salts are selected as medium, a trade-off relation between the water content and the fluidity in terms of the alkyl chain length governs the productivity of the porphyrins. The acidic IL, TSIL-1, being in the biphasic mode catalyzed the condensation reaction in dichloromethane even in high reactant concentration, producing porphyrins in a comparable yield to the homogeneous r … More eaction, despite high viscosity and the presence of ample remained water of the acidic IL. The acidic IL is reusable at least 10 times without loss of catalytic activity. These facts contribute to shift the porphyrin preparation into the 'Green' process from the harmful solvent consumer.
2. When a molecular solvent is selected for the reaction including an ionic intermediate (C^+ and A^-), it is necessary to understand the ion-states such as the contact ion pair (C^+A^-) and the solvent-separated free ions (C^+...A^-). Nevertheless, the ion-states has been less focused on the chemistry of the ionic liquids, ILs. This would be partly because the cations and anions of an undiluted IL are considered to be forcibly enrolled in the contact ion pair as a matter of course. In the second work, we demonstrate the first piece of evidence that the size of the ions can play a crucial role for the ion-states of the IL by which a reaction in the IL can be regulated. Estimating properly the ion-states is indispensable for the ILs, not only for a molecular solution containing ionic species. Careful consideration of the ion-sizes could be instrumental in making predictions of the ion-states of the undiluted ILs. Less

Report

(3 results)
  • 2005 Annual Research Report   Final Research Report Summary
  • 2004 Annual Research Report
  • Research Products

    (8 results)

All 2005 2004

All Journal Article (8 results)

  • [Journal Article] Ionic Liquids for Tetraarylporphyrin2005

    • Author(s)
      北岡賢, 信岡かおる, 石川雄一
    • Journal Title

      Tetrahedron. 61

      Pages: 7678-7685

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Campohor Ionic Liquid : Correlation Between Stereo-Selectivity2005

    • Author(s)
      信岡かおる, 北岡賢, 国光和也, 飯尾匡史, Tohmas Harran, 石川雄一
    • Journal Title

      J. Org. Chem. 70・24

      Pages: 10106-10108

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Ionic Liquids for Tetraarylporphyrin2005

    • Author(s)
      Satoshi Kitaoka, Kaoru Nobuoka, Yuichi Ishikawa
    • Journal Title

      Tetrahedron

      Pages: 7678-7685

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Campohor Ionic Liquid : Correlation Between Stereo-Selectivity2005

    • Author(s)
      Kaoru Nobuoka, Satoshi Kitaoka, Kazuya Kunimitsu, Masashi Iio, Yuichi Ishikawa
    • Journal Title

      J.Organic Chem. vol.70, 24

      Pages: 10106-10108

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Ionic Liquids for Tetraarylporphyrin2005

    • Author(s)
      北岡賢, 信岡かおる, 石川雄一
    • Journal Title

      Tetrahedron 61

      Pages: 7678-7685

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Campohor Ionic Liquid : Correlation Between Stereo-Selectivity2005

    • Author(s)
      信岡かおる, 北岡賢, 国光和也, 飯尾匡史, Tohmas Harran, 石川雄一
    • Journal Title

      J.Org.Chem. 70・24

      Pages: 10106-10108

    • Related Report
      2005 Annual Research Report
  • [Journal Article] The first utilization of acidic liquid for pre-paration of tetraaryylporphyrins.2004

    • Author(s)
      北岡賢, 信岡かおる, 石川雄一
    • Journal Title

      Chem. Commum.

      Pages: 1902-1903

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] The first utilization of acidic ionic liquid for pre-paration of tetraaryylporphyrins.2004

    • Author(s)
      Satoshi Kitaoka, Kaoru Nobuoka, Yuichi Ishikawa
    • Journal Title

      Chem.Commum.

      Pages: 1902-1903

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary

URL: 

Published: 2004-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi