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Template Polymerizations by Using Topochemical Polymerization

Research Project

Project/Area Number 14550836
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 高分子合成
Research InstitutionKyushu University

Principal Investigator

SADA Kazuki  Kyushu University, Faculty of Engineering, Associate Professor, 大学院・工学研究院, 助教授 (80225911)

Project Period (FY) 2002 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 2003: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 2002: ¥2,600,000 (Direct Cost: ¥2,600,000)
Keywordstopochemical polymerization / template polymerization / secondary dialkylammonium / crystal structures / crystal engineering / qunidimethanes / solid state reactions / diacetylene / 水素結合 / 分子認識 / ジエン / X線構造解析
Research Abstract

In order to establish the geometrical requirements for the topochemical polymerizations of quinodimethanes, we revealed the relation between polymerizablity in the crystalline state and the crystal structures of a series of the monomers. X-ray crystallographic studies revealed that both the parallel stacking of the quinodimethane rings and the 7.3 A of the stacking distances are requisite for the topochemical polymerizations. This distance corresponds to the repeating unit of the formed polymers. Therefore, we concluded that similarity between the molecular arrangements in the crystalline state and the molecular structures of the formed polymers plays an important role for the topochemical polymerizations. Moreover, we demonstrated that some quinodimethanes provide peroxy crystalline polymers by an alternating copolymerization with molecular oxygen in the crystalline state. The crystal structural analysis illustrated the unique geometry for the reactions with molecular oxygen.
On the other hand, we demonstrated novel supramolecular assemblies of seocnday dialkylammonium cations with pybox ligands. They,have orthogonal connections, and should be useful for construction of the well-defined ladder structures as templates for topochemical polymerization for diacetylene compounds.

Report

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

    (60 results)

All Other

All Publications (60 results)

  • [Publications] K.Kato, et al.: "Systematic Structural Study of Asymmetric Supramolecular Assembly by a Series of Bile Acid Derivatives with Different Side Chain Lengths"Crystal Growth & Design. 4. 263-272 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Kato, et al.: "Drastic Increase in the Flexibility of Open Host Frameworks of a Steroidal Host Compound upon Shortening Its Spacer"Eur.J.Org.Chem.. 5. 981-994 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] A.Ojita, et al.: "Molecular Recognition and Fluorescence Sensing of mono-Phosphorylated Peptides in Aqueous Solution by bis(Zn(II)-dipicolylamine)-based Artificial Receptors"J.Am.Chem.Soc.. 126. 2454-2463 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Sada, et al.: "Well-defined Ion-Pair Clusters of Alkyl-and Dialkylammonium Salts of a Sterically-hindered Carboxylic Acid. Implication for Hydrogen-Bonded Lys Salt Bridges"Chem.Lett.. 33. 160-161 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Nomura, et al.: "Crystal Structures and Topochemical Polymerizations of 7,7,8,8-Tetrakis(alkoxycarbonyl)quinodimethanes"J.Am.Chem.Soc.. 126. 2035-2041 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Sada, et al.: "Organic Layered Crystals with Adjustable Interlayer Distances of 1-Naphthylmethylammonium n-Alkanonates and Isomerism of Hydrogen Bond Networks by Steric Dimension"J.Am.Chem.Soc.. 126. 1764-1771 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] A.Matsumoto, et al.: "Solid-State Photopolymerization of Diacetylene-Containing Carboxylates with Naphthylmethylammonium as the Countercation in a Two-Dimensional Array"Chem.Lett.. 33. 96-97 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Kiyonaka, et al.: "Semi-wet Peptide/Protein Array Using Supramolecular Hydrogel"Nature Mater.. 3. 58-64 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Nomura, et al.: "Polymerization by Insertion of Molecular Oxygen into Crystals of 7,7,8,8-Tetrakis(ethoxycarbonyl)quinodimethane"Angew.Chem.Int.Ed.. 42. 5468-5472 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Kato, et al.: "Excellent Enantio-selective Enclathration of (2R,3S)-3-Methyl-2-pentanol in Channel-like Cavity of 3-Epideoxycholic Acid, Interpreted by the Four-location Model for Chiral Recognition"Chem.Commun. 2872-2873 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Sada, et al.: "A Novel Orthogonal Joint by Hydrogen Bonding. Pybox Ligand and Secondary, Dialkylammonium Cation Complexes"Chem.Lett.. 32. 758-759 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Ayabe, et al.: "Binary Organogelators which Show Light and Temperature Responsiveness"Org.Bio.Chem.. 1. 2744-2747 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Shirakawa, et al.: "Hydrogen-bond-sssisted Control of H versus J Aggregation Mode of Porphrins Stacks in an Organigel System"J.Org.Chem.. 68. 5037-5044 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Ayabe, et al.: "Construction of Monomeric and Polymeric Porphrin Compartments by a Pd(II)-Pyridine Interaction and their Chiral Twisting by a BINAP Ligand"J.Org.Chem.. 68. 1059-1066 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Nagahama, et al.: "Two-dimensional Hydrogen Bond Networks Supported by CH/π Interaction Leading to a Molecular Packing Appropriate for Topochemical Polymerization of 1,3 Diene Monomers"Cryst.Growth &. Design. 3. 247-256 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Y.Tao, et al.: "Photo-induced Colour Generation and Color Erasing Switched by the Sol-gel Phase Transition"Chem.Commun.. 344-345 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Nakano, et al.: "Dependence of Selective Enclathration on Types of Cholic Acid Crystals"Org.Bio.Chem.. 1. 210-214 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Kato, et al.: "Interpretation of Enantioresolution in Nordeoxycholic Acid Channels Based on the Four-location Model"Chirality. 15. 53-59 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] A.Mastumoto, et al.: "A Role of Weak Interaction between Naphthylmethyl Groups on Crystal Structure and Photopolymerization Reactivity of 1-Naphthylemthylammonium Salts of Unsaturated Carboxylic Acids in the Crystalline State"Mol.Cryst.Liq.Cryst.. 390. 11-18 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] N.Yoswathananont et al.: "Inclusion Compounds of Cholic Acid with Larger Aliphtaic Alcohols"Mol.Cryst.Liq.Cryst.. 389. 47-51 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Nakano, et al.: "Physical Gelation of a Bile Acid for Organic Solvents"Mol.Cryst.Liq.Cryst.. 389. 11-16 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] N.Yoswathananont et al.: "A Novel Three-component Psedo-polymorphism in the Cholamide Inclusion Crystals Promoted by the Combination of Organic Guest and Water"Chem.Lett.. 3. 1234-1235 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Itoh, et al.: "Topochemical Polymerization of 7,7,8,8-Tetrakis(methoxycarbonyl)-quinodimethane"Angew.Chem.Int.Ed.. 41. 4306-4309 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] A.Matsumoto, et al.: "Reaction Principles and Crystal Structure Design for the Topochemical Polymerization of 1,3-Dienes"Angew.Chem.Int.Ed.. 41. 2502-2505 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Kato, et al.: "Systematic Structural Study of Asymmetric Supramolecular Assembly by a Series of Bile Acid Derivatives with Different Side Chain Lengths"Cryst. Growth & Design. 4. 263-272 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Kato, et al.: "Drastic Increase in the Flexibility of Open Host Frameworks of a Steroidal Host Compound upon Shortening Its Spacer"Eur. J. Org. Chem.. 981-994 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] A.Ojita, et al.: "Molecular Recognition and Fluorescence Sensing of, mono-Phosphorylated Peptides in Aqueous Solution by bis(Zn(II)-dipicolylamine)-based Artificial Receptors"J. Am. Chem. Soc.. 126. 2454-2463 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Sada, et al.: "Well-defined Ion-Pair Clusters of Alkyl-and Dialkylammonium Salts of a Sterically-hindered Carboxylic Acid. Implication for Hydrogen-Bonded Lys Salt, Bridges"Chem. Lett.. 33. 160-161 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Nomura, et al.: "Crystal Structures and Topochemical Polymerizations of 7,7,8, 8-Tetrakis (alkoxycarbonyl) quinodimethanes"J. Am. Chem. Soc.. 126. 2035-2041 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Sada, et al.: "Organic Layered Crystals with Adjustable Interlayer Distances of 1-Naphthylmethylammonium n-Alkanoates and Isomerism of Hydrogen Bond Networks by Steric Dimension"J. Am. Chem. Soc. Chem. Lett.. 126. 1764-1771 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] A.Matsumoto, et al.: "Solid-state Photopolymerization of Diacetylene-containing Carboxylates with"Naphthylmethylammonium as the Countercation in a Two-dimensional Array. 33. 96-97 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Kiyonaka, et al.: "Semi-wet Peptide/Protein Array Using Supramolecular Hydrogel"Nature Mater.. 3. 58-64 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Nomura, et al.: "Polymerization by Insert ion of Molecular Oxygen into Crystals of 7,7,8,8-Tetrakis(ethoxycarbonyl)quinodimethane"Angew. Chem. Int. Ed.. 42. 5468-5472 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Kato, et al.: "Excellent Enantio-selective Enclathration of (2R, 3S)-3-Methyl-2-pentanol in Channel-like Cavity of 3-Epideoxycholic Acid, Interpreted by the Four-location Model for Chiral Recognition"Chem. Commun.. 2872-2873 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Sada, et al.: "A Novel Orthogonal Joint by Hydrogen Bonding. Pybox Ligand and Secondary, Dialkylammonium Cation Complexes"Chem. Lett.. 32. 758-759 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Ayabe, et al.: "Binary Organogelators which Show Light and Temperature Responsiveness"Org. Bio. Chem.. 1. 2744-2747 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Shirakawa: "Hydrogen-bond-sssisted Control of H versus J Aggregation Mode of Porphrins Stacks in an Organigel System"J. Org. Chem.. 68. 5037-5044 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Ayabe, et al.: "Construction of Monomeric and Polymeric Porphrin Compartments by a Pd(II)-Pyridine Interaction and their Chiral Twisting by a BINAP Ligand"J. Org. Chem.. 68. 1059-1066 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] S.Nagahara, et al.: "Two-dimensional Hydrogen Bond Networks Supported by CH/・Interaction Leading to a Molecular Packing Appropriate for Topochemical Polymerization of 1,3 Diene Monomers"Cryst. Growth & Design. 3. 247-256 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Yi, et al.: "Photo-induced Colour Generation and Color Erasing Switched by the Sol-gel Phase Transition"Chem. Commun.. 344-345 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] N.Yoswathananont, et al.: "Dependence of Selective Enclathration on Types of Cholic Acid Crystals"Org. Bio. Chem.. 1. 210-214 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Kato, et al.: "Interpretation of Enantioresolution in Nordeoxycholic Acid Channels Based on the Four-location Model"Chirality. 15. 53-59 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] A.Matsumoto, et al.: "A Role of Weak Interaction between Naphthylmethyl Groups on Crystal Structure and Photopolymerization Reactivity of 1-Naphthylmethylammonium Salts of Unsaturated Carboxylic Acids in the 'Crystalline State"Mol. Cryst. Liq. Cryst.. 390. 11-18 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] N.Yoswathananont, at al.: "Inclusion Compounds of Cholic Acid with Larger Aliphtaic~Alcohols"Mol. Cryst. Liq. Cryst.. 389. 47-51 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Nakano, et al.: "Physical Gelation of a Bile Acid for Organic Solvents"Mol. Cryst. Liq. Cryst.. 289. 11-16 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] N.Yoswathananont, et al.: "A Novel. Three-component Psedo-polymorphism in the Cholamide Inclusion Crystals Promoted by the Combination of Organic Guest and Water"Cham. Latt.. 1234-1235 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Itoh, et al.: "Topochemical Polymerization of 7,7,8,8-Tetrakis (methoxycarbonyl) quinodimethane"Angew. Chem. Int. Ed.. 41. 4306-4309 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] A.Matsumoto, et al.: "Reaction Principles and Crystal Structure Design for the Topoehemical Polymerization of 1,3-Dienes"Angew. Cham. Int. Ed.. 41. 2502-2505 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Sada: "Organic Layered Crystals with Adjustable Interlayer Distances of 1-Naphthylmethylammonium n-Alkanonates and Isomerism of Hydrogen Bond Networks by Steric Dimension"Journal of the American Chemical Society. 126(6). 1764-1771 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] S.Nomura: "Crystal Structures and Topochemical Polymerizations of 7,7,8,8-Tetrakis(alkoxycarbonyl) quinodimethanes"Journal of the American Chemical Society. 126(6). 2035-2041 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] K.Sada: "Well-defined Ion-Pair Clusters of Alkyl- and Dialkylammonium Salts of a Sterically-hindered Carboxylic Acid. Implication for Hydrogen-Bonded Lys Salt Bridges"Chemistry Letters. 33(2). 160-161 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] A.Matsumoto: "Solid-State Photopolymerization of Diacetylene-Containing Carboxylates with Naphthylmethylammonium as the Countercation in a Two-Dimensional Array"Chemistry Letters. 33(2). 96-97 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] K.Sada: "A Novel Orthogonal Joint by Hydrogen Bonding. Pybox Ligand and Secondary, Dialkylammonium Cation Complexes"Chemistry Letters. 32(8). 758-759 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] S.Nomura: "Polymerization by Insertion of Molecular Oxygen into Crystals of 7,7,8,8-Tetrakis(ethoxycarbonyl)quinodimethane"Angewandte Chemie International Edition. 42(44). 5468-5472 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] A.Matsumoto: "Reaction Principles and Crystal Structure Design for Topochemical Polymerization of 1,3-Dienes"Angew.Chem.Int.Ed.. 41巻14号. 2502-2505 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] T.ITOH: "Topochemical Polymerization of 7,7,8,8-Tetrakis (methoxycarbonyl) quinodimethane"Angew.Chem.Int.Ed.. 44巻22号. 4306-4309 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] N.YOSWATHANANONT: "A Novel Three-component Psedo-polymorphism in the Cholamide Inclusion Crystals Promoted by the Combination of Organic Guest and Water"Chem.Lett.. 12号. 1234-1235 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] K.Kato: "Interpretation of Enantioresolution in Nordeoxycholic Acid Channels Based on the Four-location Model"Chirality. 41巻22号. 53-59 (2003)

    • Related Report
      2002 Annual Research Report
  • [Publications] N.YOSWATHANANONT: "Dependence of Selective Enclathration on Types of Cholic Acid Crystals"Org.Bio.Chem.. 1巻1号. 210-214 (2003)

    • Related Report
      2002 Annual Research Report
  • [Publications] Yi TAO: "Photo-induced colour generation and color erasing switched by the sol-gel phase transition"Chem.Commun.. (in press). (2003)

    • Related Report
      2002 Annual Research Report

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

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