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Immobilization of a Water-Soluble Host Molecule by Polyion Complexation with a Polymer

Research Project

Project/Area Number 09650942
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 有機工業化学
Research InstitutionKyushu Institute of Technology

Principal Investigator

TSUGE Akihiko  Kyushu Institute of Technology Department of Chemistry Associate Professor, 工学部, 助教授 (80179986)

Co-Investigator(Kenkyū-buntansha) MORIGUCHI Tetsuji  Kyushu Institute of Technology Department of Chemistry Research Assistant, 工学部, 教務職員 (40243985)
Project Period (FY) 1997 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 1998: ¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1997: ¥1,300,000 (Direct Cost: ¥1,300,000)
KeywordsCalixarene / Host-Guest chemistry / Polyion complex / Synthetic bilayer membrane / ホストーゲスト化学
Research Abstract

Complexation of macrocyclic compounds with guest molecules in water has always attracted a major interest since it can mimic the molecular recognition which is a basic process in biological systems. Although modified cyclodextrins have been extensively investigated in terms of inclusion, recognition, and catalysis in aqueous media, versatility of their structure is limited. On the contrary water-soluble calixarenes cyclophanes have a great advantage of molecular design. If these water-soluble host molecules could be taken out from the aqueous solution without altering their properties by immobilization, it would facilitate their application as practical materials exhibiting enzyme-like functions. 1n order to accomplish immobilized calixarenes as novel functional materials, the following requirement must be satisfied ; they are not dissolved in water because they are supposed to give full function at the water interface. As the second the ionic character should be remained after immobilization because electrostatic interaction as well as hydrophobic interaction plays a decisive role as a driving force for recognition of the guest molecules. Formation of polyion complex between a cationic calix[6]arene ammonium chloride which has a long alkyl chain and an anionic chondroitin sulfate results in the precipitate in the aqueous solution. After dissolving the complex in a organic solvent, evaporation of this solution gives rise to the water-insoluble transparent film. The film is strong enough for handling and shows a binding of Methyl Orange molecule, indicating that it retains a fundamental function of the parent host molecule. Immobilization of an anionic sulfonated calix[6]arene can also be achieved by formation of polyion complex with a cationic poly (diallyldimethylammonium chloride). The film prepared from this complex exhibits the ability to incorporate Phenol Blue molecule, which suggests that the binding site still remains in the polyion complex film.

Report

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

    (30 results)

All Other

All Publications (30 results)

  • [Publications] A.Tsuge: "Specific transannular interaction in small-sized cyclophane systems" Recent Research Developments in Pure & Applied Chemistry. (印刷中). (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Moriguch: "Conformational and Intramolecular Hyolrogen-Bonding Properties of Substituted Dithiu [3.3] metacyclophanes" Chem.Lett.167-168 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] A.Tsuge: "Immobilization of a water-sotuble host molecule by polyion complexation with a polymer" Aus.J.Chem.51. 1175-1178 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Sakata: "Preparation and spectroscopic properties of five 7,16-bis (azophenyl) tetroaza [14] annulene nickel (II) complexes" Inorganica Chemica Acta. 281. 190-194 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Sakata: "Preparation and spectral properties of nickel (II) and copper (II) complexes with two isomeric cyclohexylcyclams" Polyheclron. 17. 1463-1470 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] A.Tsuge: "Preparation and Conformational Properties of 1.8-Bridged Fluoremophanes" Chem.Lett.603-604 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Tsuge, A.; Yasutake, M.; Moriguchi, T.; Sakata, K.; Yamato, T.; Mataka, S.; Tashiro, M.: "Evaluation of Transannular Interaction in [2.3] Metacyclophanes." Chem.Lett.413-414 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Tsuge, A.; Ueda, Y.; Araki, T.; Moriguchi, T.; Sakata, K.; Koya, K.; Mataka, S.; Tashiro, M.: "Synthesis and Structure of Novel 1, 8-Bridged Fluorenophanes." J.Chem.Res.168-169 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Hatta, T.; Kawano, M.; Imaizumi, Y.; Tsuge, A.; Moriguchi, T.; Maeda, H.; Tsuge, O.: "Synthesis of Water-soluble Diaza-1, 2, 5-Thiadiazolocyclophanes." Heterecycles. 46. 651-658 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Moriguchi, T.; Sakata, K.; Tsuge, A.: "Evaluation of Transannual Interaction of 5-Substituted [2.2] Metacyclophanes Carying Diazonio Group on their Outer Position." J.Chem.Soc., Perkin Trans.2. 2141-2144 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Sakata, K.; Hashimoto, M.; Kashiwamura, T.; Tsuge, A.: "Preparation and Characterization of 7, 16-Dibenzoylated Tetraaza [14] annulene Copper (II) Complexes." Synth.React.Inorg.Met-Org.Chem.27. 797-809 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Tsuge, A.; Moriguchi, T.: "Estimation of Through-space Interaction Between Two Aromatic Rings in Metacyclophanes." The Reports of Institute of Advanced Material Study, Kyushu University. 11. 153-158 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Tsuge, A.; Araki, T.; Noguchi, Y.; Yasutake, M.; Moriguchi, T.; Sakata, K.: "Preparation and Conformational Properties of 1, 8-Bridged Fluorenophanes." Chem.Lett.603-604 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Sakata, K.; Odamura, T.; Kanbara, Y.; Nibu, T.; Hashimoto, M.; Tsuge, A.; Moriguchi, Y.: "Preparation and spectral properties of nicke (II) and copper (II) complexes with two isomeric cyclohexylcylams." Polyhedron. 17. 1463-1470 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Sakata, K.; Yamashita, J.; Hashimoto, M.; Moriguchi, T.; Tsuge, A.: "Preparation and spectroscopic properties of five 7, 16-bis (azophenyl) tetraaza [14] annulene nickel (II) complexes." Inorganica Chemica Acta. 281. 190-194 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Tsuge, A.; Masumi, K.; M.; Motiguchi, T.; Sakata, K.: "Immobilization of a water-soluble host molecule by polyion complexation with a polymer." Aust.J.Chem.51. 1175-1178 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Moriguchi, T.; Sakata, K.; Tsuge, A.: "Conformational and Intramolecular Hydrogen-Bonding Properties of Substituted Dithia [3.3] metacyclophanes." Chem.Lett.167-168 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Tsuge, A: "Specific transannular interaction in small-sized cyclophane systems." Recent Research Developments in Pure & Applied Chemistry. (in press). (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Moriguchi, T.; Sakata, K.; Tsuge, A.: "Evaluation of Transannular Interaction of [2.3] metacyclophanediazonium Tetrafluoroborate and its Dediazoniated Derivatives" J.Chem.Res.(in press). (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] A.Tsuge: "Specific transannular interaction in small-sized cyclophane systems" Recent Research Developments in Pure & Applied Chemistry. (印刷中). (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Moriguchi: "Conformational and Intramolecular Hydrogen-Bonding Properties of Substituted Dithia[3、3]metacyclophanes" Chem.Lett.167-168 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] A.Tsuge: "Immobilization of a water-sduble host molecule by polyion complexation with a polymer" Aust.J.Chem.51. 1175-1178 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Sakata: "Preparation and spectroscopic properties of five 7,16-bis(azophenyl)tetroaz[14]annulene nickel(II)complexes" Inorganica Chemica Acta. 281. 190-194 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Sakata: "Preparation and spectral properties of nickel(II) and copper(II)complexes with two isomeric cyclohexylcyclams" Polyhedron. 17. 1463-1470 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] A.Tsuge: "Preparation and Conformational Properties of 1,8-Bridged Fluorenophanes" Chem,Lett. 603-604 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] A.Tsuge et al: "Evaluation of Transannular Interaction in[2.3]Metacyclophanes" Chem.Lett.413-414 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] A.Tsuge et al: "Synthesis and Structure of Novel 1.8-Bridged Fluorenophanes" J.Chem.Res.168-169 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] T.Moriguchi et al: "Evaluation of Transannular Interaction of 5-Substituted[2.2]Metacyclophanes Carrying Diazonio Group on their Outer Position" J.Chem.Soc., Perkin Trans2. 2141-2144 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] T.Hatta et al: "Synthesis of Water-soluble Diaza-1,2,5-Thiadiazolocyclophanes" Heterocycles. 46. 651-658 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] A.Tsuge et al: "Estimation of Through-space Interaction in Metacyclophanes" The Reports of Institute of Adranced Material Study,Kyushr University. 11. 153-158 (1997)

    • Related Report
      1997 Annual Research Report

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

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