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Synthesis of Novel Monomer with Excellent Visible-Light Polymerization Ability and its Application to Dental Field

Research Project

Project/Area Number 01550711
Research Category

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

Allocation TypeSingle-year Grants
Research Field 高分子合成
Research InstitutionTokyo Medical and Dental University

Principal Investigator

NAKABAYASHI Nobuo  Tokyo Medical and Dental Univ., Institute for Medical and Dental Engineering Professor, 医用器材研究所, 教授 (30014020)

Co-Investigator(Kenkyū-buntansha) ISHIHARA Kazuhiko  Tokyo Medical and Dental Univ., Institute for Medical and Dental Engineering, As, 助教授 (90193341)
小島 政芳  東京医科歯科大学, 医用器材研究所, 助手 (00150293)
Project Period (FY) 1989 – 1990
Project Status Completed (Fiscal Year 1990)
Budget Amount *help
¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1990: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1989: ¥1,400,000 (Direct Cost: ¥1,400,000)
KeywordsVisible-light Polymerization / Acrylate-methacrylate / Photopdymerization Ability / Mechanical Property / Water Resistance / Comphorquinone / Dental Resin / Cross-linking / 電荷移動型錯体 / 重合特性 / 機械的強度
Research Abstract

To improve mecchanical strength under the hygroscopic condition of light-cured acrylate resins, a new monomer having both acryloyl and methacryloyl groups in one molecule, Triethyl-Ene-Glycol Acrylate-Meth-Acrylate (TEGAMA) was synthesized. Photopolymerization ability and mechanical properity (compressive strength) of TEGAMA were compared with dimethacrylate (TEGDMA) and diacrylate (TEGDA) of triethylenglycol. Photocurable monomers containing 0.5 wt% of comphorquinone and ethyl N, N-dimethylaminobenzoate as photoinitiators were irradiated with visible light (lambda>400 nm). When photo irradiation was carried out for the 30 seconds, both the amount of residual monomers and unreacted double bonds in the side chain were higher than these of TEGDMA resin. But ever since the 60 seconds irradiation, these values of TEGAMA resins were smaller than these of TEGDMA resins. The amount of residual acryloyl groups in the side chain of TEGAMA resins higher than that of methacryloyl groups throughout photoirradiation. From above mentioned results, photopolymerization mechanism of TEGAMA could be presumed that methacryloyl groups reacted with each others in some extent and after that, futhermore high cross-linking reaction was proceeded due to the residual acrylate groups in the side chain with higher reactivity more than methacryloyl groups. Amount of water adsorbed and compressive strength under dry and hygroscopic conditions were evaluated. The amount of water absorbed and compressive strength under dry condition of TEGAMA resin indicated almost same value of TEGDMA resin. The degree of the decrease of compressive strength under hygroscopic condition of TEGAMA resin was smaller than that of TEGDA resin. Therefore, it is concluded that the acrylate-methacrylate monomer is able to improve the photopolymerization ability of dimethacrylate and mechanical properities of the photocured acrylate-methacrylate resin is superior to the light-cured acrylate resin.

Report

(3 results)
  • 1990 Annual Research Report   Final Research Report Summary
  • 1989 Annual Research Report
  • Research Products

    (9 results)

All Other

All Publications (9 results)

  • [Publications] Yasukazu Saimi, Kazuhiko Ishihara, and Nobuo Nakabayashi: "Visible Light Photopolymerization of New Bifunctional Monomer Having Both Acrylate and Methacrylate.1.Synthesis and Characterization of the Monomer." Polym.J.,.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Yasukazu Saimi,Kazuhiko Ishihara,and Nobuo Nakabayashi: "Visible Light Photopolymerization of New Bifunctional Monomer Having Both Acrylate and Methacrylate.2.Mechanical Properties of Photocured Acrylateーmethacrylate" Polym.J.,.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Kazuhiko Ishihara,Kazuhisa Niijima,Shinーichi Ohta,and Nobuo Nakabayashi: "Immobilization of Bioactive Molecules by Visible Light Photopolymerization" J.Bionat.Sci.Polym.Ed,.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Yasukazu Saimi, Kazuhiko Ishihara, and Nobuo Nakabayashi: "Visible Light Photopolymerization of New Bifunctional Monomer Having Both Acrylate and Methacrylate. 1. Synthesis and Characterization of the Monomer." Polym. J.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Yasukazu Saimi, Kazuhiko Ishihara, and Nobuo Nakabayashi: "Visible Light Photopolymerization of New Bifunctional Monomer Having Both Acrylate and Methacrylate. 2. Mechanical Properties of Photocured Acrylate-methacrylate" Polym. J.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Kazuhiko Ishihara, Kazuhisa Niijima, Shin-ichi Ohta and Nobuo Nakabayashi: "Immobilization of Bioactive Molecules by Visible Light Photopolymerization" J. Biomat. Sci. Polym. Ed.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Yasukazu Saimi,Kazuhiko Ishihara and Nobuo Nakabayashi: "Visible Light photopolymerization of New Bifunctional Monomer Having Both Acrylate and Methacrylate 1,synthesis and characterization of the Monomer" Polym.J.

    • Related Report
      1990 Annual Research Report
  • [Publications] Yasukazu Saimi,Kazuhiko Ishihara,and Nobuo Nakabayashi: "Visible Light photopolymerization of New Bifunctional Monomer Having Boyh Acrylate and Methacrylate,2,Mechanical Propevities of photo cured Acrylateーmethacrylate" Polym.J.

    • Related Report
      1990 Annual Research Report
  • [Publications] Kazuhiko Ishihara,Kazuhisa Niijima,Shinーichi Ohta,and Nobuo Nakabayashi: "Immobilization of Bio active Molecules by Visible Light Photoplymerization" J.Biomat.Sci.Polym.Ed.

    • Related Report
      1990 Annual Research Report

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Published: 1989-04-01   Modified: 2016-04-21  

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