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1991 Fiscal Year Final Research Report Summary

Synthesis and Characterization of Novel Substituted Polymethylenes

Research Project

Project/Area Number 01430019
Research Category

Grant-in-Aid for General Scientific Research (A)

Allocation TypeSingle-year Grants
Research Field 高分子合成
Research InstitutionOsaka City University

Principal Investigator

OTSU Takayuki  Osaka City University, Faculty of Engineering, Professor, 工学部, 教授 (00046864)

Co-Investigator(Kenkyū-buntansha) NATSUMOTO Akikazu  Osaka City University, Faculty of Engineering, Instructor, 工学部, 助手 (00183616)
ENDO Kiyoshi  Osaka City University, Faculty of Engineering, Osaka City University, Associate, 工学部, 講師 (10047409)
YAMADA Bunichiro  Osaka City University, Faculty of Engineering, Osaka City University, associate, 工学部, 助教授 (50047198)
Project Period (FY) 1989 – 1991
Keywords1, 2-Disubsttuted ehhylene / Dialkyl fumarate / Maleimide / Itaconic acid derivative / Steric hindrance / Rigid polymer / Gas permeable membrane / Radical polymerization
Research Abstract

Polymers from 1, 2-disubstituted ethylenes such as dialkyl fumarate (DRF) and N-substituted maleimide can be regarded as substituted polymethylenes. Such polymers are structurally differentiated from conventional vinyl polymers of which the main chains consist of the repeating units involving unsubstitued methylene gyoup. 1, 2-Disubstituted ethylenes had been thoguht to be reluctant to homopolymerize because of severe steric hindrance. In this regard, the absolute rate constants determined for radical polymerization of DRF revealed that the balance of the hindered propagation and termination allows polymer formation. The considerable steric hindrance against addition to DRF has also been evidenced by an exceptionally low reactivity of 2-cyano-1-propyl radical toward DRF resulting in participation to primary radical termination. Dynamic light scattering measurement of poly (DRF) exhibited the rigid nature of the polymer chain. Polymerization of the maleimides bearing various substituents were prepared and polymerized. All the polymers were thermally stable as confirmed by thermogravimetric analysis. Copolymerization of the maleimides could improve the thermal stability of vinyl polymers. The polymers from the maleimide with a N-long alkyl chain have been utilized as gas permeable membranes, and the relatively high T_g and fast permeation were noted. N-(Trialkylsilyl) maleimide was polymerized and subsequent acid hydrolysis gave high molecular weight poly (maleimide). The substituted polymethylenes were also synthesized by polymerization of itaconic derivatives, crotonic ester, acenaphthylene and sorbic ester.

  • Research Products

    (116 results)

All Other

All Publications (116 results)

  • [Publications] K.Shiraishi: "Liquid Crystalline Behavior and Configuration Change of Polyitaconates with Methoxyazobenzene as Mesogens" Bull.Chem.Soc.Jpn.62. 4083-4085 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Reactivity in Radical Polymerization of N-Substituted Maleimides and Thermal Stability of the Resulting Polymers" Polym.Bull.23. 43-50 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 村田 敬重: "フマル酸ジシクロペンチルおよびフマル酸ジシクロヘキシルのラジカル重合と生成ポリマ-のキャラクタリゼ-ション" Chem.Express. 5. 253-256 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis and Characterization of Poly(N-tert-alkylmaleimide)s 1.Radical Polymerization of N-tert-Butylmaleimide Leading to a Less-flexible Poly(substituted Methylene)" Polym.Bull.24. 459-466 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Synthesis and Characterization of Poly(N-tert-alkylmaleimide)s 2.Synthesis of High Molecular Weight Polymaleimide by Thermolysis of Poly(N-tert-alkylmaleimido)s" Polym.Bull.24. 467-474 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Radical Polymerization of N-Substituted Citraconimides as Polymerizable 1,1,2-Trisubstituted Ethylenes" Polym.Bull.24. 475-480 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis of Thermally Stable Polymers through Radical Polymerization and Copolymerization of N-Cyclohexylmaleimide" Mem.Fac.Eng.,Osaka City Univ.,. 31. 47-59 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Radical Copolymerization of N-Substituted Maleimides with Several Olefins" Chem.Express,. 5. 901-904 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Radical Polymerization of Dialkyl Itaconates" Chem.Express,. 5. 953-956 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Dilute Solution Properties of Semiflexible Poly(substituted Methylenes):Intrinsic Viscosity of Poly(diisopropyl fumarate)in Benzene" Macromolecules,. 23. 5102-5105 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.-Z.Yang: "Radical Copolymerization of Dibutyl Citraconate and Mesaconate with Vinyl Acetate" Makromol.Chem.,Rapid Commun.,. 11. 549-552 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Radical Polymerization of N-(alkyl-substituted phenyl)maleimides:Synthesis of Thermally Stable Polymers Soluble in Nonpolar Solvents" Macromolecules,. 23. 4508-4513 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Thermal Properties and Gas Permeability of Poly(N-alkylmaleimide)s" Makromol.Chem.,Rapid Commun.,. 11. 507-512 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.-Z.Yang: "Radical Polymerization Behavior of Itaconic Anhydride" Chem.Express,. 5. 805-808 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Determination of Absolute Rate Constants for Elemenntary Reactions in Radical Polymerization of Diethy Fumarate" Macromolecules. 24. 415-419 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis and Characterization of Poly(N-trialkylsilylmaleimide)s through Radical and Anionic Polymerization" Chem.Lett.1991. 1141-1144 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.-Z.Yang: "Radical Copolymerization of Citraconic and Mesaconic Acids with Styrene" Chem.Express. 6. 41-44 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.-Z.Yang: "Radical Polymerization of Itaconic Acid in Dioxane and Ehtanol" Chem.Express. 6. 49-52 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.-Z.Yang: "Radical Plymerization of β-Monoalkyl Itaconates and Characterization of the Resultant Polymers" Polym.Bull.25. 145-152 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Synthesis of High Molecular Weight Poly(dialkyl fumarate)s Bearing n-Alkyl Side Chains from Olefin Elimination and Reesterification in a One-pot" Polym Bull.26. 159-164 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis,Thermal Properties,and Gas Permeability of Poly(N-n-alkylmaleimide)s" Polym.J.23. 201-209 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis and Characterization of Thermally Stable Polymers throguh Anionic Polymerization of tert-Butyl Crotonate" Polym.J.23. 211-218 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Yoshioka: " ^<13>C-Nuclear Magnetic Resonance Study on Stereoregularity of Poly(dialkyl fumarate)s Bearing tert-Butyl Ester Group" Polymer. 32. 2741-2746 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Yoshioka: "meso and racemo Additions in Propagation for Radical Polymerization of Dialkyl Fumarates.I.Stereoregularity of Poly(dialkyl fumarate)s" Polym.J.23. 1191-1196 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.-Z.Yang: "Altermating Copolymers from Radical Copolymerization of Citraconic Derivatives with Isobutyl Vinyl Ether" Polym.Intnl.26. 63-68 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.-Z.Yang: "Reactivity of Citraconic Anhydride,N-Alkylcitroaconimides,Dialkyl Citraconates and Dialkyl Mesaconates in Radical Copolymerization with Vinyl Acetate and Characterization of the Resulting Copolymers" Europ.Polym.J.27. 1081-1086 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Yoshioka: "meso and racemo Additions in Propagation for Radical Polymerization of Dialkyl Fumarates.II.Determination of the Absolute Rate Constants" Polym.J.23. 1249-1252 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis of Substituted Polymethylenes by Radical Polymerization of N,N,N',N'-Tetraalkylfumaramides and Their Characterization" J.Polym.Sci.:Part A:Polym.Chem.29. 1697-1706 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis of Substituted Polymethylens by Radical Polymerization of Alkyl N,N-Dialkylfumarates and Maleamates:Relative Reactivity of the Isomers" J.Polym.Sci.:Part A:Polym.Chem.29. 1707-1715 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Gas Permeation Behavior through Poly(N-n-alkylmaleimide) Membranes" Polym.J.23. 1371-1375 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] B.Yamada: "Spin Trapping of Propagating Radicals Derived from Dialkyl Fumarates" J.Polvm.Sci.:Part A:Polym.Chem.29. 637-642 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Increase in Thermal Stability of Vinyl Polymers through Radical Copolymerization with N-Cyclohexylmaleimide" Polym.Intnl.25. 179-184 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.-Z.Yang: "Study on Radical Polymerization reactivity of α-Alkyl β-Methyl Itaconates" Makromol Chem.,Rapid Commun.12. 205-209 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] B.Yamada: "Effects of Chain Length and Size of Alkyl group in Radical Polymerization of Dialkyl Fumarate as Studied by Electron Paramagnetic Resonance Spectroscopy" Makromol.Chem.192. 1829-1833 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Radical Polymerization of Itaconic Anhydride and Reaction of the Resulting Polymers with Amines and Alcohols" Polym.Intnl.25. 245-251 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis and Radical Polymerization of Adamantyl-Containing Maleic and Fumaric Esters Leading to Formation of Thermally Stable Poly(substituted methylene)s with a Rigid Chain Structure" Chem.Lett.1991. 1361-1364 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] B.Yamada: "Steric Environments of Radicals Produced by Addition of tert-Butoxy Radicals to Dialkyl Maleates as Studied by Spin Trapping with 2,4,6-Tri-tert-butylnitrosobenzene" Makromol.Chem.192. 1931-1940 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] B.Yamada: "Determination of Absolute Rate Constants for Radical Polymerization of Diisopropyl Fumarate Based on a Quantitative Scavenge of Propagating Radical" Polymer. 32. 1892-1896 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.-Z.Yang: "Terpolymerization Behavior of Citraconic Anhydride,Styrene,and Isobutyl Vinyl Ether" Polym.Bull.26. 509-512 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] B.Yamada: "Contribution of Primary Radical Termination to Radical Polymerization of Diethyl Fumarate Estimated from Absolute Rate Constants" Polym.Bull.26. 543-548 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Synthesis of Alternating Copolymers from N-Alkylcitoraconamides and α-Mehtylstyrene Polym.Commun." Polym Commun.32. 528-529 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis of Substituted Polymethylene by Radical Polymerization of N,N,N',N'-Tetraethylmaleamide as an Acyclic cis-1,2-Disubstituted Ethylene" Polym.Commun.32. 530-532 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis and Thermal Properties of Poly(adamantyl Sorbate)" Makromol.Chem.,Rapid Commun.12. 681-685 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.-Z.Yang: "Radical Copolymerization of Citoraconic Anhydride with Styrene and Terpolymerization of Citraconic Anhydride and Maleic Anhydride with Styrene" Macromolecules. 25. 102-107 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Yoshioka: "Kinetic Studies on the Radical Polymerization of Isopropyl tert-Butyl Fumarate Initiated with 2,2'-Azobis(isobutyronitrile) and Dimethyl 2,2'-Azobis(isobutyrate):Rates of Addition and Termination of the Primary Radical" Macromolecules. 25. 559-562 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Effect of the Substituents on Radical Copolymerization of Dialkyl Fumarates with Some Vinyl Monomers" J.Polym.Sci.:Part A:Polym.Chem.,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis of Substituted Polymethylenes from Alkyl Cinnamates Bearing Bulky Alkyl Group" Europ.Polym.J.,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Synthesis of Substituted Polymethylenes from Acenaphthylene by Radical Polymerization and Copolymerization" J.Appl.Polym.Sci.,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Matsumoto: "Synthesis and Radical Polymerization of Itaconates Containing aa Adamantyl Ester Group" Bull.Chem.Soc.,Jpn.,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Synthesis and Characterization of Polymers form Itaconic Acid Derivatives" Makromol Chem.,Symp.,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] B.Yamada: "Elucidation of Steric Effect in Radical Polymerization of Dialkyl Fumarates by Spin Trapping with 2,4,6-Tri-tert-butylnitrosobenzene" Polymer,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Determination of Absolute Rate Constants for Raidcal Polymerization of Dialkyl Itaconates with Various Ester Groups by Electron Spin Resonance Spectroscopy" Macromolecules,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Yoshioka: "Kinetic Studies on Radical Polymerization of Dicyclohexyl Fumarate with Azo Initiators" Europ.Polym.J.,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: ""Fast"Radical Polymerization of Sterically Hindered Dialkyl Fumarates as 1,2-Disubstituted Ethylenes" Macromolecules,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Yoshioka: "Reactivity of Primary Radical in Polymeriation of Dialkyl Fumarates Initiated with Dimethyl 2,2'-Azobisisobutyrate and 2,2'-Azobis-Isobutyrontrile" Macromolecules,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Radcial Polymerization of Isoporpyl tert-Butyl Fumarate and Maleate,and Characterization of the Resultant Polymers" J.Polym.Sci.:Part A:Polym.Chem.,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Yoshioka: "Opening Mode in the Propagation of Dialkyl Fumarates and Maleates as 1,2-Disubstituted Ethylenes in Radical Polymerization" Macromolecules.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Otsu: "Radical Polymerization and Copolymerization of Bis[3-tris-(trimethylsiloxy)silypropyl] Fumarate" Makromol.Chem.,.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K. Shiraishi, K. Sugiyama, and T. Otsu: "Liquid Crystalline Behavior and Configuration Change of Polyitaconates with Methoxyazobanzene as Mesogens" Bull. Chem. Soc. Jpn.62. 4083-4085 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, A. Matsumoto, T. Kubota, and S. Mori: "Reactivity in Radical Polymerizarion of N-Substituted maleimides and Thermal Stability of the Resulting Polymers" Polym. Bull. 23. 43-50 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Murata, N. Amaya, and T. Otsu: "Radical Polymerization of Dicyclopentyl Fumarate and Dicyclohexyl Fumarate and Characterization of the Resulting Polymers" Chem. Express. 5. 253-256 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, T. Kubota, and T. Otsu: "Synthesis and Characterization of Poly (N-tert-alkylmaleimede) s 1. Radical Polymerization of N-tert-Butylmaleide Leading to a Less-flexible Poly (substitutedmethylene)" Polym. Bull.24. 459-466 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, A. Matsumoto, and A. Tatsumi: "Synthesis and Characterization of Poly (N-tert-alkylmaleimide) s 2. Synthesis of High Molecular Weight Polymaleimede by Thermolysis of Poly (N-tert-alkylmaleimide) s" Polym. Bull.24. 467-474 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu and J. -Z. Yang: "Radical Polymerization of N-Substituted Citraconimides as Polymerizable 1, 1, 2-Trisubstituted Ethylenes" Polym. Bull.24. 475-480 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. -Z. Yang, O. Nakatsuka, and T. Otsu: "Radical Polymerization Behavior of Itaconic Anhydride" Chem. Express. 5. 805-808 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, T. Kubota, and T. Otsu: "Radical Polymerization of N-(alkyl-subtituted-phenyl)-maleimides : Synthesis of Thermally Stable Polymers soluble in Nonpolar Solvents" Macromolecules. 23. 4508-4513 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, Y. Oki, and T. Otsu: "Thermal Properties and Gas Permeability of Poly (N-alkyl-maleimide) s" Makromol. Chem., Rapid Commun.11. 507-512 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. -Z. Yang and T. Otsu: "Radical Copolymerization of Dibutyl Citraconate and Mesaconate with Vinyl Acetate" Makromol. Chem., Rapid Commun.11. 549-552 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, T. Tarui, and T. Otsu: "Dilute Solution Properties of Semiflexible Poly (substituted methylenes) : Intrinsic Viscosity of Poly (diisopropyl fumarate) in Benzene" Macromolecules. 23. 5102-5105 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, A. matsumoto, and H. Ito: "Radical Compolymerization of N-Substituted Maleimides with Several Olefins" Chem. Express. 5. 901-904 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. -Z. Yang, T. Otsu: "Terpolymerization Behavior of Citraconic Anhydride, Styrene, and Isobutyl Vinyl Ether" Polym. bull. 26. 509-512 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] B. Yamada, E. Yoshikawa, H. Miura, and T. Otsu: "Contribution of Primary Radical Termination to Radical Polymerizaition of Diethyl Fumarate Estimated from Absolute Rate Constants" Polym. Bull.26. 543-548 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu and J. -Z. Yang: "Synthesis of Alternating Copolymers from N-Alkylcitoraconamides and alpha-Mehtylstyrene" Polym. Commun.32. 528-529 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto and T. Otsu: "Synthesis of Substituted Polymethylene by Radical Polymerizaiton of N, N, N', N'-Tetraethylmaleamide as an Acyclic cis-1, 2-Disubstituted Ethylene" Polym. Commun.32. 530-532 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, A. Horie, and T. Otsu: "Synthesis and Thermal Properties of Poly (adamantyl Sorbate)" Makromol. Chem., Rapid Commun.12. 681-685 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. -Z. Yang and T. Otsu: "Radical Copolymerization of Citoraconic Anthydride with Styrene and Terpolymerizaton of Citraconic Anhydride and Maleic Anhydride with Styrene" Macromolecules. 25. 102-107 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Yoshioka and T. Otsu: "Kinetic Studies on the Radical Polymerization of Isopropyl tert-Butyl Fumarate Initiated with 2, 2'-Azobis (isobutyronitrile) and Dimethyl 2, 2'-Azobis (isobutyrate) : Rates of Addition and Termination of the Primary Radicals" Macromolecules. 25. 559-562 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, A. Matsumoto, K. Shiraishi, N. Amaya, and Y. Koinuma: "Effect of the Substituents on Radical Copolymerization of Dialkyl Fumarates with Some Vinyl Monomers" J. Polym. Sci. : Part A : Polym. Chem.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, A. Horie, and T. Otsu: "Synthesis of Substituted Polymethylenes from Alkyl Cinnamates Bearing Bulky Alkyl Ester Groups" Europ. Polym. J.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otus, A. Matsumoto, and K. Nakamura: "Synthesis of Substituted Polymethylenes from Acenaphthylene by Radical Polymerization and Copolymerization" J. Appl. Polym. Sci.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, H. Watanabe, and T. Otsu: "Synthesis and Radical Polymerization of Itaconates Containing an Adamantyl Ester Group" Bull. Chem. Soc. Jpn.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, H. Watanabe, J. -Z. Yang, M. Yoshioka, and A. matsumoto: "Synthesis and Characterization of Polymers from Itaconic Acid Derivatives" Makromol. Chem. Symp.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] B. Yamada, E. Yoshikawa, and T. Otsu: "Elucidation of Steric Effect in Radical Polymerization of Dialkyl Fumarates by Spin Trapping with 2, 4, 6-Tri-tert-butylnitrosobenzene" Polymer.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, K. yamagishi, and M. Yoshioka: "Determination of Absolute Rate Constants for Radical Polymerzation of Dialkyl Itaconates with Various Ester Groups by Electorn Spin Resonance Spectroscopy" Macromolecules.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Yoshioka, Y. Sano, and T. Otsu: "Kinetic Studies on Radical Polymerization of Dicyclohexyl Fumarate with Azo Initiators" Europ. Polym. J.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu and M. Yoshioka: ""Fast" Radical Polymerization of Sterically Hindered Dialkyl Fumarates as 1.2-Disubstituted Ethylenes" Macromolecules.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Yoshioka and T. Otsu: "Reactivity of Primary Radical in Polymerization of Dialkyl Fumarates Initiated with Dimethyl 1, 2, 2'-Azobisisobutyrate and 2, 2'-Azobisisobutyronitrile" Macromolecules.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, M. Yoshioka, and T. Sunagawa: "Radical Polymerization of Isoporpyl tert-Butyl Fumarate and Maleate, and Characterization of the Resulting Polymers" J. Polym. Sci : Part A : Polym. Chem.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Yoshioka, A. Matsumoto, and T. Otsu: "Opening Mode in the Propagation of Dialkyl Fumarates and Maleates as 1, 2-Disubstituted Ethylenes in Radical Polymerization" Macromolecules.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu and M. Yoshioka: "Radical Polymerization and Copolymerization of Bis[3-tris-(trimethylsiloxy) silylpropyl]Fumarate" Makromol. Chem.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu and J. -Z. Yang: "Radical Polymerization of Itaconic Anhydride and Reaction of the Resulting Polymers with Amines and Alcohols" Polym. Intnl.25. 245-251 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, and T. Otsu: "Synthesis and Radical Polymerization of Adamantyl-containing Maleic and Fumaric Esters Leading to Formation of Thyemally Stable Poly (substituted methylene) s with a Rigid Structure" Chem. Lett.1991. 1361-1364 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] B. Yamada. E. Yoshikawa, and T. Otsu: "Steric Environments of Radicals Produced by Addition of tert-Butoxy Radicals to Dialkyl Maleates as Studied by Spin Trapping with 2, 4, 6-Tri-tert-butylnitroso-1-benzene" Makromol. Chem,. 192. 1931-1940 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] B. Yamada, E. Yoshikawa, H. Miura, and T. Otsu: "Determination of Absolute Rate Constants for Radical Polymerization of Diisopropyl Fumarate Based on a Quantitative Scavenge of Propagating Radical" Polymer. 32. 1892-1896 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Yoshioka, A. Matsumoto, T. Otsu, and I. Ando: " ^<13>C-Nuclear Magnetic Resonance Study of Stereoregularity of Poly (dialkyl fumarate) s Bearing Butyl Ester Group" Polymer. 32. 2741-2746 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Yoshioka, A. Matsumoto, and T. Otsu: "meso and racemo Additions in Propagation for Radical Polymerization of Dialkyl Fumarates I. Stereoregularity of Poly (dialkyl fumarate) s" Polymer. J.23. 1191-1196 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. -Z. Yang and T. Otsu: "Alternating Copolymers from Radical Copolymerization of Citraconic Derivatives with Isobutyl Vinyl Ether" Polym. Intnl.26. 63-68 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. -Z. Yang and T. Otsu: "Reactivities of Citraconic Anhydride, N-Alkylcitraconimides, Dialkyl Citraconates and Dialkyl Mesaconates in Radical Copolymerization with Vinyl Acetate and Characterization of the Resulting Copolymers" Europ. Polym. J.27. 1081-1086 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Yoshioka, A. Matsumoto, and T. Otsu: "meso and racemo Additions in Propagation for Radical Polymerization of Dialkyl Fumarates. II. Determination of the Absolute Rate Constants" Polym. J.23. 1249-1252 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, K. Fukushima, and T. Otsu: "Synthesis of Substituted Polymethylenes by Radical Polymerization of N, N, N', N'-Tetraalkylfumaramides and Their Characterization" J. Polym. Sci. : Part A : Polym. Chem.29. 1697-1706 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matusmoto, R. Kotaki, and T. Otsu: "Synthesis of Substituted Polymethylens by Radical Polymerization of Alkyl N, N-Dialkylfumarates and MaLeamates : Relative Reactivity of the Isomers" Part A : Polym. Chem.29. 1707-1715 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, Y. Oki, and T. Otsu: "Gas Permeation through Poly (N-n-alkylmaleimide) Menbranes" Polym. J.23. 1371-1375 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, M. Okuo, H. Watanabe, and J. -Z. Yang: "Radical Polymerization of Dialkyl Itaconates" Chem. Express. 5. 953-956 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matusmoto, T. Kubotoa, H. Ito, and T. Otsu: "Synthesis of Thermally Stable Polymers through Radical Polymerization and Copolymerization of N-Cyclohexylmaleimede" Mem. Fac. Eng., Osaka City Univ.31. 47-59 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, B. Yamada, and T. Isikawa: "Determination of Absolute Rate Constants for Elementary Reactions in Radical Polymerization of Diethyl Fumarate" Macromolecules. 24. 415-419 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, Y. Oki, A. Horie, and T. Otsu: "Synthesis and Characterization of Poly (N-trialkylsilyl-maleimide) s through Radical and Anionic Polymerization" Chem. Lett.1991. 1141-1144 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. -Z. Yang and T. Otsu: "Radical High Copolymerization of Citraconic and Mesaconic Acids with Styrene" Chem. Express. 6. 41-44 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. -Z. Yang and T. Otsu: "Radical Polymerization of Itaconic Acid in Dioxane and Ehtanol" Chem. Express. 6. 49-52- (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. -Z. Yang and T. Otsu: "Radical Polymerization of beta-Monoalkyl Itaconates and Characterization of the Resulting Polymers" Polym. Bull.25. 145-152 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, M. Yoshioka, A. Matsumoto, and K. Shiraishi: "Synthesis of High Molecular Weight Poly (dialkyl fumarate) s Bearing n-Alkyl Side Chains from Poly (di-tert-butyl fumarate) via Olefin Elimination and Reesterification in a One-pot" Polym. Bull.26. 159-164 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, Y. Oki, and T. Otsu: "Synthesis, Thermal Properties, and Gas Permeability of Poly (N-n-alkylmaleimide) s" Polym. J.23. 201-209 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Matsumoto, A. Horie, and T. Otsu: "Synthesis and Cheracterization of Thermally Stable Polymers through Anionic Polymerization of tert-Alkyl Crotonates" Polym. J.23. 211-218 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] B. Yamada, E. Yoshikawa, and T, Otsu: "Spin Trapping of Propagating Radicals Derived from Dialkyl Fumarates" J. Polym. Sci : Part A : Polym. Chem.29. 637-672 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. -Z. Yang and T. Otsu: "Study on Radical Polymerization Reactivity of alpha-Alkyl beta-Methyl Itaconates" Makromol. Chem., Rapid Commun.12. 205-209 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsu, A. Matsumoto, and T. Kubota: "Increase in Thermal Stability of Vinyl Polymers through Radical Copolymerization with N-Cyclohexylmaleimide" Polym. Intnl.25. 179-184 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] B. Yamada, M. Fujita, and T. Otsu: "Effects of Chain Length and Size of Alkyl Group in Radical Polymerization of Dialkyl Fumarate as Studied by Electron Paramagnetic Resonance Spectroscopy" Makromol. Chem.192. 1892-1896 (1991)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1993-03-16  

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