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2007 Fiscal Year Final Research Report Summary

Synthesis of novel rigid-rod polypropellanes

Research Project

Project/Area Number 18550105
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Polymer chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

TAKASHI ISHEONE  Tokyo Institute of Technology, Graduate School of Engineering, Associate Professor (60212883)

Project Period (FY) 2006 – 2007
KeywordsPropellanes / Ring-opening polymerization / Poly(1,3-adamantane) / 1,3-Dehydroadamantane / Cationic Polymerization / Alternating Copolymerization / Ring Strain / Thermal Stability
Research Abstract

Cationic ring-opening polymerizations of [3.3.1] propellane derivatives, 1, 3-dehydroadamantane (1), 5-butyl-1, 3-dehydroadamantane (2), and 6-butyl-6-methyl-1, 3-dehydroadamantane (3) were carried out with CF_3SO_3H in CH_2 Cl_2 at 0℃ for 6-42 h. The central a-bonds in 1-3 were exclusively opened to afford novel poly ([3.3.1]propellane)s, poly(1, 3-adamantane)s, in good to quantitative yields. The resulting poly (2) and poly (3) possessing flexible butyl substituents were soluble in chloroform, THF, and 1, 2-dichlorobenzene, and the degree of polymerization was estimated to be greater than 30, while the poly (1) was hardly soluble in the common organic solvents. All aliphatic poly (1, 3-adamantane) s showed high thermal stability, whose 10% weight loss temperatures were over 430℃. 1, 3-Dehydroadamantanes underwent the spontaneous copolymerization with acrylonitrile or methyl acrylate to afford the alternating copolymer, indicating the high electron-density.

  • Research Products

    (38 results)

All 2008 2007 2006

All Journal Article (28 results) (of which Peer Reviewed: 14 results) Presentation (9 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Reduced Hydrophobic Interaction of Polystyrene Surfaces by Spontaneous Segregation of Block Copolymers with Oligo(Ethylene Glycol)Methyl Ether Methacrylate Blocks: Force Measurements in Water Using Atomic Force Microscope with Hydrophobic Probes2008

    • Author(s)
      Zhang, R.; Seki, A.; Ishizone. T.; Yokoyama, H.
    • Journal Title

      Langmuir 24

      Pages: 5527-5533

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Anionic Polymerizations of Oligo(ethylene glycol)Alkyl Ether Methacrylates: Effect of Side Chain Length and ω-Alkyl Group of Side Chain on Cloud Point in Water2008

    • Author(s)
      Ishizone, T.; Seki, A.; Hagiwara, M.; Han, S.; Yokoyama, H.; Oyane, A.; Deffieux, A.; Carlotti, S.
    • Journal Title

      Macromolecules 41

      Pages: 2963-2967

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Crystallization of Homopolymers Confined in Spherical or Cylindrical Nanodomains2008

    • Author(s)
      Nojima, S.; Ohguma, Y.;Namiki, S.; Ishizone. T.; Yamaguchi, K.
    • Journal Title

      Macromolecules 41

      Pages: 1915-1918

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Living Anionic Polymerization of N-Methacryloyl-2-methylaziridine: Polymerizable N, N-Dialkylmethacrylamide2008

    • Author(s)
      Suzuki, T.; Kusakabe, J.-i.; Ishizone, T.
    • Journal Title

      Macromolecules 41

      Pages: 1929-1936

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Reduced Hydrophobic Interaction of Polystyrene Surfaces by Spontaneous Segregation of Block Copolymers with Oligo (Ethylene Glycol) Methyl Ether Methacrylate Blocks2008

    • Author(s)
      R., Zhang, A., Seki, T., Ishizone, H., Yokoyama
    • Journal Title

      Force Measurements in Water Using Atomic Force Microscope with Hydrophobic Probes Langmuir 24

      Pages: 5527-5533

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Anionic Polymerizations of Oligo(ethylene glycol) Alkyl Ether Methacrylates : Effect of Side Chain Length and ω-Alkyl Group of Side Chain on Cloud Point in Water2008

    • Author(s)
      T., shizone, A., Seki, M., Hagiwara, S., Han, H., Yokoyama, A., Oyane, A., Deffieux, S., Carlotti
    • Journal Title

      Macromolecules 41

      Pages: 2963-2967

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Crystallization of Homopolymers Confined in Spherical or Cylindrical Nanodomains2008

    • Author(s)
      S., Nojima, Y., Ohguma, S., Namiki, T., Ishizone, K., Yamaguchi
    • Journal Title

      Macromolecules 41

      Pages: 1915-1918

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Living Anionic Polymerization of N-Methacryloyl-2-methylaziridine : Polymerizable N2008

    • Author(s)
      T., Suzuki, J.-i., Kusakabe, T., Ishizone
    • Journal Title

      N-Dialkylmethacrylamide Macromolecules 41

      Pages: 1929-1936

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Potassium Enolates of N, N-Dialkylamides as Initiators of Anionic Polymerization2007

    • Author(s)
      Ishizone, T.; Yashiki, D.; Kobayashi, M.; Suzuki, T.; Ito, M.; Nakahama, s.
    • Journal Title

      J. Polym. Sci. Part A: Polym. Chem. 45

      Pages: 1260-1271

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Salt Resistivity of Poly(4-vinylbenzoic acid)Gel2007

    • Author(s)
      Xu, L.; Iwata, K.; Kobayashi, S.; Ishizone, T.; Satoh, M.
    • Journal Title

      Colloid Polym. Sci. 285

      Pages: 485-489

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Spontaneous Copolymerization of 1, 3-Dehydroadamantane of 1, 3-Dehydroadamantane with Electron-Deficient Vinyl Monomers2007

    • Author(s)
      Ishizone, T.; Matsuoka, S. -i.; Ogiwara, N.; Uehara, Y.; Kobayashi, S.
    • Journal Title

      Macromol. Symp 249-250

      Pages: 373-377

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Anionic Polymerization of N-Methacryloyl-2-methylaziridine and N-Methacryloylazetidine2007

    • Author(s)
      Suzuki, T.; Kusakabe, J. -i.; Ishizone, T.
    • Journal Title

      Macromol. Symp. 249-250

      Pages: 412-416

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Syntheses and Crosslinking Reactions of Polymers Containing Aziridinyl Groups2007

    • Author(s)
      Kobayashi, M.; Uchino, K.; Ishizone, T.
    • Journal Title

      Kobunshi Ronbunshu 64

      Pages: 688-696

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Potassium Enolates of N2007

    • Author(s)
      T., Ishizone, D., Yashiki, M., Kobayashi, T., Suzuki, M., Ito, S., Nakahama
    • Journal Title

      N-Dialkylamides as Initiators of Anionic Polymerization J. Polym. Sci. Part A : Polym. Chem 45

      Pages: 1260-1271

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Salt Resistivity of Poly(4-vinylbenzoic acid)2007

    • Author(s)
      L., Xu, K., Iwata, S., Kobayashi,T., Ishizone, M., Satoh
    • Journal Title

      Gel Colloid Polym. Sci 285

      Pages: 485-489

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Spontaneous Copolymerization of 12007

    • Author(s)
      T., Ishizone, S.-i., Matsuoka, N., Ogiwara, Y., Uehara, S., Kobayashi
    • Journal Title

      3-Dehydroadamantane Macromol. Symp

      Pages: 249-250, 373-377

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Anionic Polymerization of N-Methacryloyl-2-methylaziridine and N-Methacryloylazetidine2007

    • Author(s)
      T., Suzuki, J.-i., Kusakabe, T., Ishizone
    • Journal Title

      Macromol. Symp

      Pages: 249-250, 412-416

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Syntheses and Crosslinking Reactions of Polymers Containing Aziridinyl Groups2007

    • Author(s)
      M., Kobayashi, K., Uchino, T., Ishizone
    • Journal Title

      Kobunshi Ronbunshu 64

      Pages: 688-696

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Cationic Ring-Opening Polymerization of 1, 3-Dehydroadamantanes2006

    • Author(s)
      Matsuoka, S. -i.; Ogiwara, N.; Uehara, Y.; Ishizone, T.
    • Journal Title

      Macromol. Symp. 240

      Pages: 206-212

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Living Anionic Polymerizations of 4-(1-Adamantyl)styrene and 3-(4-Vinylphenyl)-1, 1'-biadamantane2006

    • Author(s)
      Kobayashi, S.; Matsuzawa, T.; Matsuoka, S.; Tajima, H.; Ishizone, T.
    • Journal Title

      Macromolecules 39

      Pages: 5979-5986

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Synthesis and Surface Characterization of Well-Defined Amphiphilic Block Copolymers Containing Poly[oligo(ethylene glycol)methacrylate]Segments2006

    • Author(s)
      Ishizone, T.; Han, S.; Hagiwara, M.; Yokoyama, H.
    • Journal Title

      Macromolecules 39

      Pages: 962-970

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Formation of Alternating Copolymers via Spontaneous Copolymerization of 1, 3-Dehydroadamantane with Electron-Deficient Vinyl Monomers2006

    • Author(s)
      Matsuoka, S. -i.; Ogiwara, N.; Ishizone, T.
    • Journal Title

      J. Am. Chem. Soc. 128

      Pages: 8708-8709

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] N-Methoxymethyl-N-isopropylacrylamide: Synthesis of Well-Defined Poly(N-isopropylacrylamide)Having Various Stereoregularity2006

    • Author(s)
      Ito, M.; Ishizone, T.
    • Journal Title

      J. Polym. Sci. Part A: Polym. Chem 44

      Pages: 4832-4845

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Cationic Ring-Opening Polymerization of 12006

    • Author(s)
      S.-i., Matsuoka, N., Ogiwara, Y., Uehara, T., Ishizone
    • Journal Title

      3-Dehydroadamantanes Macromol. Symp 240

      Pages: 206-212

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Living Anionic Polymerizations of 4-(1-Adamantyl)styrene and 3-(4-Vinylphenyl)-12006

    • Author(s)
      S., Kobayashi, T., Matsuzawa, S., Matsuoka, H., Tajima, T., Ishizone
    • Journal Title

      1'-biadamantane Macromolecules 39

      Pages: 5979-5986

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Synthesis and Surface Characterization of Well-Defined Amphiphilic Block Copolymers Containing Poly[oligo(ethylene glycol) methacrylate]2006

    • Author(s)
      T., Ishizone, S., Han, M., Hagiwara, H., Yokoyama
    • Journal Title

      Segments Macromolecules 39

      Pages: 962-970

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Formation of Alternating Copolymers via Spontaneous Copolymerization of 12006

    • Author(s)
      S.-i., Matsuoka, N., Ogiwara, T., Ishizone
    • Journal Title

      3-Dehydroadamantane with Electron-Deficient Vinyl Monomers J. Am. Chem. Soc 128

      Pages: 8708-8709

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Living Anionic Polymerization of N-Methoxymethyl-N-isopropylacrylamide2006

    • Author(s)
      M., Ito, T., Ishizone
    • Journal Title

      Synthesis of Well-Defined Poly(N-isopropylacryl amide) Having Various Stereoregularity J. Polym. Sci. Part A : Polym. Chem 44

      Pages: 4832-4845

    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Anionic Polymerization of Styrenes Containing Adamantly Skeletons2007

    • Author(s)
      Takashi Ishizone
    • Organizer
      ISAMN'07(International Symposium on Advanced Macromolecules and Nano-materials with Precisely Designed Architectures)
    • Place of Presentation
      北海道大学
    • Year and Date
      2007-10-05
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Anionic Polymerization of Styrenes Containing Adamantly Skeletons2007

    • Author(s)
      Takashi, Ishizone
    • Organizer
      ISAMN'07 (International Symposium on Advanced Macromolecules and Nano-materials with Precisely Designed Architectures)
    • Place of Presentation
      Sapporo, Japan
    • Year and Date
      2007-10-05
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Ring-Opening Polymerization of 1, 3-Dehydroadamantanes2007

    • Author(s)
      Takashi Ishizone, Naoto Ogiwara, Yosuke Uehara
    • Organizer
      IP'07(IUPAC International Symposium on Ionic Polymerization 2007)
    • Place of Presentation
      Kloster Banz, Germany
    • Year and Date
      2007-09-05
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Naoto Ogiwara, Yosuke Uehara Ring-Opening Polymerization of 1,3-Dehydroadamantanes2007

    • Author(s)
      Takashi, Ishizone
    • Organizer
      IP'07 (IUPAC International Symposium on Ionic Polymerization 2007)
    • Place of Presentation
      Kloster Banz, Germany
    • Year and Date
      2007-09-05
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Living anionic polymerization of styrenes containing adamantly skeletons2007

    • Author(s)
      Takashi Ishizone
    • Organizer
      2007 Japan-Korea Joint Forum on Living/Controlled Polymerization
    • Place of Presentation
      Gwangju-Korea
    • Year and Date
      2007-05-04
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Synthesis of Novel Polymers Containing Adamantyl Skeletons2006

    • Author(s)
      Takashi Ishizone, Singo Kobayashi, Shin-ichi Matsuoka
    • Organizer
      POLYMEX2006(International Conference on Polymers and Advanced Materials)
    • Place of Presentation
      Huatulco-Mexico
    • Year and Date
      2006-11-07
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Singo Kobayashi, Shin-ichi Matsuoka Synthesis of Novel Polymers Containing Adamantyl Skeletons2006

    • Author(s)
      Takashi, Ishizone
    • Organizer
      POLYMEX2006 (International Conference on Polymers and Advanced Materials)
    • Place of Presentation
      Huatulco-Mexico
    • Year and Date
      2006-11-07
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Spontaneous Copolymerization of 1,3-Dehydroadamantanes2006

    • Author(s)
      Takashi Ishizone
    • Organizer
      IUPAC PSK30(IUPAC International Symposium on Advanced Polymers for Emerging Technologies)
    • Place of Presentation
      Busan-Korea
    • Year and Date
      2006-10-12
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Spontaneous Copolymerization of 1,3-Dehydroadamantanes2006

    • Author(s)
      Takashi, Ishizone
    • Organizer
      IUPAC PSK30 (IUPAC International Symposium on Advanced Polymers for Emerging Technologies)
    • Place of Presentation
      Busan-Korea
    • Year and Date
      2006-10-12
    • Description
      「研究成果報告書概要(欧文)」より
  • [Patent(Industrial Property Rights)] 耐熱性に優れる有機重合体2008

    • Inventor(s)
      石曽根隆
    • Industrial Property Rights Holder
      東京工業大(株)クラレ
    • Industrial Property Number
      特許、特願2008-121438
    • Filing Date
      2008-05-07
    • Description
      「研究成果報告書概要(和文)」より

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Published: 2010-02-04  

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