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1993 Fiscal Year Final Research Report Summary

Establishment and Application of the Concept of Latent Catalyst to Control the Polymerization Reaction

Research Project

Project/Area Number 03403019
Research Category

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

Allocation TypeSingle-year Grants
Research Field 高分子合成
Research InstitutionTokyo Institute of Technology

Principal Investigator

ENDO Takeshi  Research Laboratory of Resources Utilization, Tokyo Instutute of Technology, Professor, 資源化学研究所, 教授 (40016738)

Co-Investigator(Kenkyū-buntansha) KIHARA Nobuhiro  Research Laboratory of Resources Utilization, Tokyo Institute of Technology, Res, 資源化学研究所, 助手 (30214852)
Project Period (FY) 1991 – 1993
KeywordsPolymerization / Latent Catalyst / Onium Salt / Thermal-and Photo-Latency / Cationic Polymerization / Ester / Photo-crosslinking / Living Polymerization
Research Abstract

To establish a novel concept, "latent catalyst" of "latent initiator", which initiate and control the polymerization by an appropriate stimulation, syntheses of various novel latent initiators, establishment of the principle for the design of latent initiators, and application of latent initiators for the novel polymerization system have been studied. It was clarified that various types of pyridinium salts, sulfonium salts, and phophonium salts serve as excellent thermal-and/or photo-latent initiators in the polymerization of various cationically polymerizable monomers such as epoxides, stirenes, and vinyl ethers. After the study on the relationship among the structure, catalytic activity, and threshold temperature or wave length above which the latent initator serve catalytic activity, not only the principle for the molecular design of the latent catalyst which serve catalytic activity at desired temperature or wave length, but the concept of thermal and photo-latent initiator for the cationic polymerization was established. Further, it was clarified that phthalimides, malononitriles, sulfonic acid esters, and carboxylic esters also serve as salt-free thermal-latent initiators for the cationic polymerization. Novel conceptual materials such as novel polymers which show no shrinkage on the curing by self-catalyst, novel catalysts for the acetalization, and photo-curable common polymers have been developed. It was clarified that not only initiation step but also elongation step can be controlled by the latent initiators using the nuclephiles released on the initiation step. Novel conceptual polymerization system such as novel living polymerization system which can be isolated and stable in the air and selective polymerization of bifunctional monomers without crosslinking have been developed. Novel latent initiator system by which polymerization can be control by any optional stimulation may be developed by the application of the concept of the latent initiators for

  • Research Products

    (48 results)

All Other

All Publications (48 results)

  • [Publications] Sang-Bong LEE: "N-(Arylmethyl)-2-(or-4)-cyanopyridinium Hexafluoroantimonates as New Useful Catalysts for Acetalization of Carbonyl Compounds" Synthesis. 368-370 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Sang-Bong LEE: "Quaternary Ammonium Salts as Useful Cationic Initiators.6.Synthesis,Activity,and Thermal Latency of N-Benzylpyridinium Salts and the Role of the Pyridine Moiety" Macromolecules. 24. 2689-2693 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Atsushi KIKKAWA: "Effect of Alkyl Substituents on Initiator Activity in Cationic Polymerization of Styrene with p-Methoxybenzyldialkylsulfonium Salts as Initiators" J.Polym.Sci.,Part A:Polym.Chem.29. 1089-1095 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumio HAMAZU: "Novel Benzyl Sulfonium Salt Having an Aromatic Group on Sulfur Atom as a Latent Thermal Initiator" J.Polym.Sci.,Part A:Polym.Chem.29. 1675-1680 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumio HAMAZU: "Synthesis and Activity of Aryl Benzyl Methyl Sulfonium Salts as Cationic Initiators:Effect of Substituent on Aryl Group" J.Polym.Sci.,Part A:Polym.Chem.29. 1845-1851 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Atsushi KIKKAWA: "Cationic Polymerization of Vinyl Monomers with Latent Initiators,3:1-(p-Methoxybenzyl)tetrahydrothiophenium Hexafluoroantimonate as a New Potent Cationic Initiator" Makromol.Chem.192. 655-662 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Toshikazu TAKATA: "Design of Latent Initiators and Applications for Polymer Syntheses" Polymer. 40. 794-797 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Hirotaka TAGOSHI: "Synthesis and Properties of Polymers that Undergo No Shrinkage on Crosslinking by Self-Catalyst" J.Appl.Polym.Sci.43. 1933-1939 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Toshikazu TAKATA: "Ring-Opening Polymerization of Propyleneimine with N-Benzyl Phthalimide Derivatives" J.Polym.Sci.,Part A:Polym.Chem.30. 501-504 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Mao-Peng LIN: "Photocrosslinking of Polymers Containing Cationically Polymerizable Groups In the Side-Chain by Sulfonium Salts" J.Polym.Sci.,Part A:Polym.Chem.30. 933-936 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Mao-Peng LIN: "Photocrosslinking of Copolymers of Vinyloxyethyl Methacrylate-Styrene Initiated by Sulfonium Salts.I.Transient Species Formed on Photolysis of Sulfonium Salt" J.Polym.Sci.,Part A:Polym.Chem.30. 2365-2369 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Mao-Peng LIN: "Photocrosslinking of Copolymers of Vinyloxyethyl Methacrylate-Styrene Initiated by Sulfonium Salts.II.Photocrosslinking Behaviors" J.Polym.Sci.,Part A:Polym.Chem.30. 2569-2576 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumio HAMAZU: "Photopolymerization of Epoxide by Benzyl(p-Hydroxyphenyl)methylsulfonium Salts as Novel Photolatent Initiators" Makromol.Chem.,Rapid Commun.13. 203-206 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Mao-Peng LIN: "Photocross-linking of Polymers Initiated by Benzylsulphonium Salts as Cationic Initiators,Part I:Poly(ethylene-co-glycidyl methacrylate)" J.Mater.Sci.27. 2896-2901 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Mao-Peng LIN: "Photocross-linking of Polymers Initiated by Benzylsulphonium salts as Cationic Initiators,Part II:Poly(1,3-dioxolane-4-methyl methacrylate)and Copolymers with Methyl Methacrylate" J.Mater.Sci.27. 2902-2907 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumio HAMAZU: "Photopolymerization of Epoxides with Benzyl Sulfonium salts as Latent Photoinitiators" J.Photopolym.Sci.Technol.5. 247-254 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumio HAMAZU: "Curing of Epoxy Resins by Novel Sulfonium Salts-Curing with Thermally and Photo Latent Catalyst-" Nippon Setchaku Gakkaishi. 28. 263-271 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Keiichi TAKUMA: "Cationic Polymerization of Epoxide with Benzyl Phosphonium Salts as the Latent Thermal Initiator" Macromolecules. 26. 862-863 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumio HAMAZU: "Cationic Polymerization with p-Substituted Benzyl p-Hydroxylphenyl Methyl Sulfonium Salts:Effect of Substituents and Mechanistic Aspects of Initiation Reaction" J.Polym.Sci.,Part A:Polym.Chem.31. 1023-1028 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Jae Kyeung PARK: "Photoinitiated Cationic Polymerization of 2-Isopropenyl-4-methylene-1,3-dioxolane by Benzylsulfonium Salt" J.Polym.Sci.,Part A:Polym.Chem.31. 1083-1085 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Toshikazu TAKATA: "Photoinitiated Cationic Polymerization of Epoxide with Phosphonium Salts as Novel Photolatent Initiators" Makromol.Chem.,Rapid Commun.14. 203-206 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Keiichi TAKUMA: "Latent Cationic Initiator:Photoinitiated Polymerization of Epoxides and Vinyl Monomers with Phosphonium Salts" J.Photopolym.Sci.Technol.6. 67-74 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tsutomu YOKOZAWA: "Preparation of the Polymer Containing Malononitrile Structure and its Application to Thermal Latent Cationic Catalyst" Nippon Setchaku Gakkaishi. 29. 517-524 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Takeshi Endo: "Design and Application of“Latent Catalyst"" Kinoh Zairyo. 13. 42-45 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Sang-Bong LEE: "N-(Arylmethyl)-2-(or-4)-cyanopyridinium Hexafluoroantimonates as New Useful Catalysts for Acetalization of Carbonyl Compounds" Synthesis. 1991, [5]. 368-370 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Sang-Bong LEE: "Quatermary Ammonium Salts as Useful Cationic Initiators. 6. Synthesis, Activity, and Thermal Latency of N-Benzylpyridinium Salts and the Role of the Pyridine Moiety" Macromolecules. 24, [10]. 2689-2693 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Atsushi KIKKAWA: "Effect of Alkyl Substituents on Initiator Activity in Cationic Polymerization of Stirene with p-Methoxybenzyldialkylsulfonium Salts as Initiators" J.Polym.Sci., Part A : Polym.Chem.29, [8]. 1089-1095 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Fumio HAMAZU: "Novel Benzyl Sulfonium Salt Having an Aromatic Group on Sulfur Atom as a Latent Termal Initiator" J.Polym.Sci., Part A : Polym.Chem.29, [11]. 1675-1680 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Fumio HAMAZU: "Synthesis and Activity of Aryl Benzyl Methyl Sulfonium Salts as Cationic Initiators : Effect of Substituent on Aryl Group" J.Polym.Sci., Part A : Polym.Chem.29, [13]. 1845-1851 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Atsushi KIKKWA: "Cationic Polymerization of Vinyl Monomers with Latent Initiators, 3 : 1-(p-Methoxybenzyl)tetrahydrothiophenium Hexafluoroantimonate as a New Potent Cationic Initiator" Makromol.Chem.192, [3]. 655-662 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toshikazu TAKATA: "Design of Latent Initiators and Applications for Polymer Syntheses" Polymer. 40, [12]. 794-797 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Hirotaka TAGOSHI: "Synthesis and Properties of Polymers that Undergo No Shrinkage on Cross-linking by Self-Catalyst" J.Appl.Polym.Sci.43. 1933-1939 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toshikazu TAKATA: "Ring-Opening Polymerization of Propyleneimine with N-Benzyl Phthalimide Derivatives" J.Polym.Sci., Part A : Polym.Chem.30, [3]. 501-504 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Mao-Peng LIN: "Photocrosslinking of Polymers Containing Cationically Polymerizable Groups In the Side-Chain by Sulfonium Salts" J.Polym.Sci., Part A : Polym.Chem.30, [5]. 933-936 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Mao-Peng LIN: "Photocrosslinking of Copolymers of Vinyloxyethyl Methacrylate-Stirene Initiated by Sulfonium Salts. I.Transient Species Formed on Photolysis of Sulfonium Salt" J.Polym.Sci., Part A : Polym.Chem.30, [11]. 2365-2369 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Mao-Peng LIN: "Photocrosslinking of Copolymers of Vinyloxyethyl Methacrylate-Stirene Initiated by Sulfonium Salts. II.Photocrosslinking Behaviors" J.Polym.Sci., Part A : Polym.Chem.30, [12]. 2569-2576 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Fumio HAMAZU: "Photopolymerization of Epoxide by Benzyl(p-Hydroxyphenyl)methylsulfonium Salts as Novel Photolatent Initiators" Makromol.Chem., Rapid Commun.13, [4]. 203-206 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Mao-Peng LIN: "Photocross-linking of Polymers Initiated by Benzylsulphonium Salts as Cationic Initiators, Part I : Poly(ethylene-co-glycidyl methacrylate)" J.Mater.Sci.27. 2896-2901 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Mao-Peng LIN: "Photocross-linking of Polymers Initiated by Benzylsulphonium salts as Cationic Initiators, Part II : Poly(1,3-dioxolane-4-methyl methacrylate) and Copolymers with Methyl Methacrylate" J.Mater.Sci.27. 2902-2907 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Fumio HAMAZU: "Photopolymerization of Epoxides with Benzyl Sulfonium salts as Latent Photoinitiators" J.Photopolym.Sci.Technol.5, [2]. 247-254 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Fumio HAMAZU: "Curing of Epoxy Resins by Novel Sulfonium Salts-Curing with Thermally and Photo Latent Catalyst-" Nippon Setchaku Gakkaishi. 28, [7]. 263-271 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Keiichi TAKUMA: "Cationic Polymerization of Epoxide with Benzyl Phosphonium Salts as the Latent Thermal Initiator" Macromolecules. 26, [4]. 862-863 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Fumio HAMAZU: "Cationic Polymerization with p-Substituted Benzyl p-Hydroxylphenyl Methyl Sulfonium Salts : Effect of Substituents and Mechanistic Aspects of Initiation Reaction" J.Polym.Sci., Part A : Polym.Chem.31, [4]. 1023-1028 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Jae Kyeung PARK: "Photoinitiated Cationic Polymerization of 2-Isopropenyl-4-methylene-1,3-dioxolane by Benzylsulfonium Salt" J.Polym.Sci., Part A : Polym.Chem.31, [4]. 1083-1085 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toshikazu TAKATA: "Photoinitiated Cationic Polymerization of Epoxide with Phosphonium Salts as Novel Photolatent Initiators" Makromol.Chem., Rapid Commun.14, [3]. 203-206 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Keiichi TAKUMA: "Latent Cationic Initiator : Photoinitiated Polymerization of Epoxides and Vinyl Monomers with Phosphonium Salts" J.Photopolym.Sci.Technol.6, [1]. 67-74 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Tsutomu YOKOZAWA: "Preparation of the Polymer Containing Malononitrile Structure and its Application to Thermal Latent Cationic Catalyst" Nippon Setchaku Gakkasihi. 29, [2]. 517-524 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Takeshi Endo: "Design and Application of "Latent Catalyst"" Kinoh Zairyo. 13, [5]. 42-45 (1993)

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

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Published: 1995-03-27  

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