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Photoinduced Amplification of Separation, Analysis, and Sensing by Using Photochromic Ionophores

Research Project

Project/Area Number 15350043
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Analytical chemistry
Research InstitutionWakayama University

Principal Investigator

KIMURA Keiichi  Wakayama University, Faculty of Systems Engineering, Professor, システム工学部, 教授 (50107140)

Co-Investigator(Kenkyū-buntansha) YAJIMA Setsuko  Wakayama University, Faculty of Systems Engineering, Associate Professor, システム工学部, 助教授 (80272350)
SAKAMOTO Hidefumi  Wakayama University, Faculty of Systems Engineering, Associate Professor, システム工学部, 助教授 (10192593)
Project Period (FY) 2003 – 2005
Project Status Completed (Fiscal Year 2005)
Budget Amount *help
¥14,700,000 (Direct Cost: ¥14,700,000)
Fiscal Year 2005: ¥2,500,000 (Direct Cost: ¥2,500,000)
Fiscal Year 2004: ¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2003: ¥8,700,000 (Direct Cost: ¥8,700,000)
KeywordsCrowned Spirobenzopyran / Metal Ion Complexation / Photochromism / Photocontrol / Separation and Analysis / Solvent Extraction / Membrane Transport / Photoinduced Amplification
Research Abstract

(1)Design of photochromic crown ethers and photocontrol of their metal ion complexation
Various crown ether derivatives incorporating spirobenzopyran moiety, which are called crowned spirobenzopyrans, were designed and their photoresponsive metal-ion complexing behavior was investigated. Crown ether derivatives incorporating triphenylmethane moiety, crowned Malachite Green leuconitrile, realized all-or-none type photocontrol of their metal ion complexation on turning on and off UV light.
(2)Photoinduced amplification in extraction-spectrophotometry of metal ions.
It was found that crowned spirobenzopyrans are promising extraction-specirophotometric reagents for metal ions and that their extractability can be changed by photoirradiation. The photochromic crown ethers were also successfully applied to extraction spectrophotometric flow-injection analysis, the extractability and ion selectivity of which can be controlled by photoirradiation on the extraction coil. Moreover, photo-driven and photo-controlled membrane transports of alkali metal ions were also realized using crowned spirobenzopyrans.
(3)Applications of micelle solutions containing photoresponsive crown ethers to analytical and separation chemistry
Micelle solutions, in which a crowned spirobenzopyran derivative was dissolved in a surfactant aqueous solution, were applied to metal ion sensing based on absorption and fluorescence spectra. This metal ion sensing using the micelle solution suggested a possibility for highly selective alkali-metal-ion sensing. It was also found that photoirradiation modified the micellar structure, size, and aggregation number in the micelle solutions containing a crowned spirobenzopyran derivative. This in turn indicated that the uptake amount of organic compounds can be controlled photochemically by using the micellar systems.

Report

(4 results)
  • 2005 Annual Research Report   Final Research Report Summary
  • 2004 Annual Research Report
  • 2003 Annual Research Report
  • Research Products

    (51 results)

All 2005 2004 2003 Other

All Journal Article (43 results) Book (2 results) Publications (6 results)

  • [Journal Article] Photoswiching of Single Association Force between a Pair of Photoionizable Spirobenzopvrans2005

    • Author(s)
      S.Kado, K.Yamada, T.Murakami, K.Kimura
    • Journal Title

      J. Am. Chem. Soc. 127・9

      Pages: 3026-3030

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photocontrollable Cation Extraction with Crowned Oligo(Spirobenzopyran)s.2005

    • Author(s)
      M.Nakamura, H.Sakamoto, K.Kimura
    • Journal Title

      Anal. Sci. 21

      Pages: 403-408

    • NAID

      10015513534

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photoresponsive Liquid Membrane Transport of Alkali Metal Ions Using Crowned Spirobenzopyrans2005

    • Author(s)
      H.Sakamoto, H.Takagaki, M.Nakamura, K.Kimura
    • Journal Title

      Anal. Chem. 77・7

      Pages: 1999-2006

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Membrane Potential Photoresponse of Crowned Malachite Green Derivatives Affording Perfect Photoswitching of Metal Ion Complexation2005

    • Author(s)
      R.M.Uda, T.Matsui, M, Oue, K.Kimura
    • Journal Title

      J. Inclusion Phen 51・1

      Pages: 111-117

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Molecular Dynamics Simulation for Liquid-liquid Distribution of Spirobenzopyran Derivatives Bearing a Monoazacrown Ether Moiety2005

    • Author(s)
      H.Iwamoto, H.Sakamoto, K.Kimura
    • Journal Title

      J. Computer Aided Chem. 6

      Pages: 37-43

    • NAID

      130004428061

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photoinduced Potential Change by Crowned Triphenylmethane Dye Derivatives in Poly(vinyl chloride)-Based Liquid Membranes2005

    • Author(s)
      R.M.Uda, M.Oue, K.Kimura
    • Journal Title

      Mol. Cryst. Liq. Cryst. 20・8

      Pages: 1165-1169

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photoswitching of Single Association Force between a Pair of Photoionizable Spirobenzopyrans.2005

    • Author(s)
      S.Kado, K.Yamada, T.Murakami, K.Kimura
    • Journal Title

      J.Am.Chem.Soc. 127

      Pages: 3026-3030

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photocontrollable Cation Extraction with Crowned Oligo(Spirobenzopyran)s.2005

    • Author(s)
      M.Nakamura, H.Sakamoto, K.Kimura
    • Journal Title

      Anal.Sci. 21

      Pages: 403-408

    • NAID

      10015513534

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Annual Research Report 2005 Final Research Report Summary
  • [Journal Article] Photoresponsive Liquid Membrane Transport of Alkali Metal Ions Using Crowned Spirobenzopyrans.2005

    • Author(s)
      H.Sakamoto, H.Takagaki, M.Nakamura, K.Kimura
    • Journal Title

      Anal.Chem. 77

      Pages: 1999-2006

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Membrane Potential Photoresponse of Crowned Malachite Green Derivatives Affording Perfect Photoswitching of Metal Ion Complexation.2005

    • Author(s)
      R.M.Uda, T.Matsui, M, Oue, K.Kimura
    • Journal Title

      J.Inclusion Phen. 51

      Pages: 111-117

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Molecular Dynamics Simulation for Liquid-liquid Distribution of Spirobenzopyran Derivatives Bearing a Monoazacrown Ether Moiety.2005

    • Author(s)
      H.Iwamoto, H.Sakamoto, K.Kimura
    • Journal Title

      J.Computer Aided Chem. 6

      Pages: 37-43

    • NAID

      130004428061

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photoinduced Potential Change by Crowned Triphenylmethane Dye Derivatives in Poly(vinyl chloride)-Based Liquid Membranes.2005

    • Author(s)
      R.M.Uda, M.Oue, K.Kimura
    • Journal Title

      Mol.Cryst.Liq.Cryst. 20

      Pages: 1165-1169

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photoswitching of Single Association Force between a Pair of Photoionizable Spirobenzopyrans2005

    • Author(s)
      S.Kado, K.Yamada, T.Murakami, K.Kimura
    • Journal Title

      J.Am.Chem.Soc. 127・9

      Pages: 3026-3030

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Photoresponsive Liquid Membrane Transport of Alkali Metal Ions Using Crowned Spirobenzopyrans2005

    • Author(s)
      H.Sakamoto, H.Takagaki, M.Nakamura, K.Kimura
    • Journal Title

      Anal.Chem. 77・7

      Pages: 1999-2006

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Membrane Potential Photoresponse of Crowned Malachite Green Deri vatives Affording Perfect Photoswitching of Metal Ion Complexation2005

    • Author(s)
      R.M.Uda, T.Matsui, M, Oue, K.Kimura
    • Journal Title

      J.Inclusion Phen. 51・1

      Pages: 111-117

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Molecular Dynamics Simulation for Liquid-liquid Distribution of Spirobenzopyran Derivatives Bearing a Monoazacrown Ether Moiety2005

    • Author(s)
      H.Iwamoto, H.Sakamoto, K.Kimura
    • Journal Title

      J.Computer Aided Chem. 6

      Pages: 37-43

    • NAID

      130004428061

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Photoinduced Potential Change by Crowned Triphenylmethane Dye Derivatives in Poly(vinyl chloride)-Based Liquid Membranes2005

    • Author(s)
      R.M.Uda, M.Oue, K.Kimura
    • Journal Title

      Mol.Cryst.Liq.Cryst. 20・8

      Pages: 1165-1169

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Oxymethylcrowned chromene : Photoswitchable stoichiometry of metal ion complex and ion-responsive photochromism2004

    • Author(s)
      S.A.Ahmed, M.Tanaka, H.Ando, H.Iwamoto, K.Kimura
    • Journal Title

      Tetrahedron 60・14

      Pages: 3211-3220

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary 2004 Annual Research Report
  • [Journal Article] Cation Complexation, Photochromism, and Photoresponsive Ion-Conducting Behavior of Crowned Spirobenzopyran Vinyl Polymers2004

    • Author(s)
      K.Kimura, H.Sakamoto, R.M.Uda
    • Journal Title

      Macromolecules 37・5

      Pages: 1871-1876

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary 2004 Annual Research Report
  • [Journal Article] AFM Observation of Cation Complexation of Dibenzocrown Ethers Absorbed on Highly Oriented Pyrolytic Graphite2004

    • Author(s)
      S.Kado, K.Yamada, K.Kimura
    • Journal Title

      Langmuir 20・8

      Pages: 3259-3263

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Effective Photocontrol of Micelle Formation by Malachite Green Derivative Carrying a Long Alkyl Chain2004

    • Author(s)
      R.M.Uda, M.Oue, K.Kimura
    • Journal Title

      Chem. Lett. 33・5

      Pages: 586-587

    • NAID

      10012943816

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Fluorescence Emission Control and Switching of Oxymethyl-crowned Spirobenzopyrans by Metal Ion2004

    • Author(s)
      S.A.Ahmed.M.Tanaka, H.Ando, K.Tawa, K.Kimura
    • Journal Title

      Tetrahedron 60・28

      Pages: 6029-6036

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Neutral-Carrier-Type Potassium Ion-Selective Electrodes Based on Polymer-Supported Liquid-Crystalline Membranes for Practical Use2004

    • Author(s)
      S.Oosaki, Y.Kawai, S.Yajima, K.Kimura
    • Journal Title

      Anal. Sci. 20・8

      Pages: 1165-1169

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Oxymethylcrowned Chromene : Photoswitchable Stoichiometry of Metal Ion Complex and Ion-Responsive Photochromism.2004

    • Author(s)
      S.A.Ahmed, M.Tanaka, H.Ando, H.Iwamoto, K.Kimura
    • Journal Title

      Tetrahedron 60

      Pages: 3211-3220

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Cation Complexation, Photochromism, and Photoresponsive Ion-Conducting Behavior of Crowned Spirobenzopyran Vinyl Polymers.2004

    • Author(s)
      K.Kimura, H.Sakamoto, R.M.Uda
    • Journal Title

      Macromolecules 37

      Pages: 1871-1876

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] AFM Observation of Cation Complexation of Dibenzocrown Ethers Adsorbed on Highly Oriented Pyrolytic Graphite.2004

    • Author(s)
      S.Kado, K.Yamada, K.Kimura
    • Journal Title

      Langmuir 20

      Pages: 3259-3263

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Effective Photocontrol of Micelle Formation by Malachite Green Derivative Carrying a Long Alkyl Chain.2004

    • Author(s)
      R.M.Uda, M.Oue, K.Kimura
    • Journal Title

      Chem.Lett. 33

      Pages: 586-587

    • NAID

      10012943816

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Fluorescence Emission Control and Switching of Oxymethyl-crowned Spirobenzopyrans by Metal Ion.2004

    • Author(s)
      S.A.Ahmed, M.Tanaka, H.Ando, K.Tawa, K.Kimura
    • Journal Title

      Tetrahedron 60

      Pages: 6029-6036

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Neutral-Carrier-Type Potassium Ion-Selective Electrodes Based on Polymer-Supported Liquid-Crystalline Membranes for Practical Use.2004

    • Author(s)
      S.Oosaki, Y.Kawai, S.Yajima, K.Kimura
    • Journal Title

      Anal.Sci. 20

      Pages: 1165-1169

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] AFM Observation of Cation Complexation of Dibenzocrown Ethers Adsorbed on Highly Oriented Pyrolytic Graphite2004

    • Author(s)
      S.Kado, K.Yamada, K.Kimura
    • Journal Title

      Langmuir 20・8

      Pages: 3259-3263

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Effective Photocontrol of Micelle Formation by Malachite Green Derivative Carrying a Long Alkyl Chain2004

    • Author(s)
      R.M.Uda, M.Oue, K.Kimura
    • Journal Title

      Chem.Lett. 33・5

      Pages: 586-587

    • NAID

      10012943816

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Fluorescence Emission Control and Switching of Oxymethylcrowned Spirobenzopyrans by Metal Ion2004

    • Author(s)
      S.A.Ahmed.M.Tanaka, H.Ando, K.Tawa, K.Kimura
    • Journal Title

      Tetrahedron 60・28

      Pages: 6029-6036

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Neutral-Carrier-Type Potassium Ion-Selective Electrodes Based on Polymer-Supported Liquid-Crystal Membranes for Practical Use2004

    • Author(s)
      S.Oosaki, Y.Kawai, S.Yajima, K.Kimura
    • Journal Title

      Anal.Sci. 20・8

      Pages: 1165-1169

    • NAID

      10013450848

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Cation Complexation, Photochromism, and Aggregation of Polymers Carrying Crown Ether and Spirobenzopyran moieties at the Side Chains2003

    • Author(s)
      K.Kimura, M.Nakamura, H.Sakamoto, 他3名
    • Journal Title

      Bull. Chem. Soc. Jpn. 76・1

      Pages: 209-215

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Chromened t-Butylcalix〔4〕arenes : Cooperation Effect of Chromene and Calixarene Moieties on Photochromism and Metal-ion Binding Ability2003

    • Author(s)
      S.A.Ahmed, M.Tanaka, H.Ando, H.Iwamoto, K.Kimura
    • Journal Title

      Tetrahedron 59

      Pages: 4135-4142

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] 光異性化可能なクラウン化スピロベンゾピランのリチュウムイオン/フローインジェクション抽出光度定量への応用2003

    • Author(s)
      仲村 允, 藤岡岳史, 坂本英文, 木村恵一
    • Journal Title

      分析化学 52・6

      Pages: 419-424

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and Photochromism of Novel Chromene Derivatives Bearing a Monoazacrown Ether Moiety2003

    • Author(s)
      S.A.Ahmed, M.Tanaka, H.Ando, H.Iwamoto, K.Kimura
    • Journal Title

      Eur. J. Org. Chem., 13

      Pages: 2437-2442

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Evaluation of Photoinduced Changes in Stability Constants for Metal Ion Complexes of Crowned Spirobenzopyran Derivatives by Electrospray Ionization Mass Spectrometry2003

    • Author(s)
      M.Nakamura, K.Takahashi, H.Sakamoto, K.Kimura, 他2名
    • Journal Title

      J. Am. Soc. Mass Spectr. 14・10

      Pages: 1110-1115

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Cation Complexation, Photochromism, and Aggregation of Polymers Carrying Crown Ether and Spirobenzopyran moieties at the Side Chains.2003

    • Author(s)
      K.Kimura, M.Nakamura, H.Sakamoto
    • Journal Title

      Bull.Chem.Soc.Jpn. 76

      Pages: 209-215

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Chromened t-Butylcalix[4]arenes : Cooperation Effect of Chromene and Calixarene Moieties on Photochromism and Metal-ion Binding Ability.2003

    • Author(s)
      S.A.Ahmed, M.Tanaka, H.Ando, H.Iwamoto, K.Kimura
    • Journal Title

      Tetrahedron 59

      Pages: 4135-4142

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Applications of Photo-isomerizable Crowned Spirobenzopyrans to Extraction-Spectrophotometric Flow-Injection Analysis of Lithium Ion.2003

    • Author(s)
      M.Nakamura, T, Fujioka, H, Sakamoto, K, Kimura
    • Journal Title

      Bunseki Kagaku 52

      Pages: 419-424

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and Photochromism of Novel Chromene Derivatives Bearing a Monoazacrown Ether Moiety.2003

    • Author(s)
      S.A.Ahmed, M.Tanaka, H.Ando, H.Iwamoto, K.Kimura
    • Journal Title

      Eur.J.Org.Chem. 13

      Pages: 2437-2442

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Evaluation of Photoinduced Changes in Stability Constants for Metal Ion Complexes of Crowned Spirobenzopyran Derivatives by Electrospray Ionization Mass Spectrometry.2003

    • Author(s)
      M.Nakamura, K.Takahashi, H.Sakamoto, K.Kimura
    • Journal Title

      J.Am.Soc.Mass Spectr. 14

      Pages: 1110-1115

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Book] 新しい高分子化学-環境との調和をめざして2003

    • Author(s)
      木村恵一
    • Total Pages
      13
    • Publisher
      化学同人
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Book] Bottom-up Nanofabrication : Supramolecules, Self-Assemblies, and Orga nized Films

    • Author(s)
      H.Sakamoto, M.Tanaka, R.M.Uda, K.Kimura
    • Publisher
      Photoinduced Amplification of Ion Sensing and Separation Using Photochromic Crown Ethers(印刷中)
    • Related Report
      2005 Annual Research Report
  • [Publications] K.Kimura, M.Nakamura, H.Sakamoto, 他3名: "Cation Complexation, Photochromism, and Aggregation of Polymers Carrying Crown Ether and Spirobenzopyran moieties at the Side Chai"Bull.Chem.Soc.Jpn.. 76・1. 209-215 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] S.A.Ahmed, M.Tanaka, H.Ando, H.Iwamoto, K.Kimura: "Chromened t-Butylcalix[4]arenes : cooperation effect of chromene and calixarene moieties on photochromism and metal-ion binding ability"Tetrahedron. 59. 4135-4142 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 中村允, 藤岡岳史, 坂本英文, 木村恵一: "光異性化可能なクラウン化スピロベンゾピランのリチウムイオン/フローインジェクション抽出光度定量への応用"分析化学. 52・6. 419-424 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] S.A.Ahmed, M.Tanaka, H.Ando, H.Iwamoto, K.Kimura: "Synthesis and Photochromism of Novel Chromene Derivatives Bearing a Monoazacrown Ether Moiety"Eur.J.Org.Chem.. 13. 2437-2442 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] M.Nakamura, K.Takahashi, H.Sakamoto.K.Kimura, 他2名: "Evaluation of Photoinduced Changes in Stability Constants for Metal Ion Complexes of Crowned Spirobenzopyran Derivatives by Electrosp"J.Am.Soc.Mass Spectr.. 14・10. 1110-1115 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 木村恵一: "新しい高分子化学一環境との調和をめざして"化学同人. 13 (2003)

    • Related Report
      2003 Annual Research Report

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Published: 2003-04-01   Modified: 2016-04-21  

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