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SYNTHESES OF SILANE COUPLING AGENTS HAVING FLUOROCARBON CHAIN AND APPLICATION TO DENTISTRY

Research Project

Project/Area Number 05650864
Research Category

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

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionSCIENCE UNIVERSITY OF TOKYO

Principal Investigator

YOSHINO Norio  SCIENCE UNIVERSITY OF TOKYO,DEPARTMENT OF INDUSTRIAL CHEMISTRY,ASSISTANT PROFESSOR, 工学部, 助教授 (50084380)

Co-Investigator(Kenkyū-buntansha) TERANAKA Toshio  KANAGAWA DENTAL COLLEGE,DEPARTMENT OF RESTORATIVE DENTISTRY, 保存修復学, 助教授 (60104460)
Project Period (FY) 1993 – 1994
Project Status Completed (Fiscal Year 1994)
Budget Amount *help
¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1994: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 1993: ¥1,100,000 (Direct Cost: ¥1,100,000)
KeywordsSynthesis / Silane Coupling Agents / Surface Modification / Contact Angle / Stain-Protecting Ability / Dentistry / Denture Teeth / Fluorocarbon Chain / フッ化炭素 / 歯科材料 / 汚濁防止 / ガラス / 金属
Research Abstract

Silane coupling agents having fluorocarbon chain, such as CF_3(CF_2)_9CH_2CH_2Si(OCH_3)_3, (CF_3)_2CF(CF_2)_8CH_2CH_2Si(OCH_3)_3, and CF_3(CF_2)_9(C_6H_4)C_2H_4Si(OCH_3)_3(C_6H_4 =p-pheny lene), were prepared by the hydrosilylation of trichlorosilane with the corresponding 1H,1H,2H-polyfluoro-1-alkene in the presence of hydrogen hexachloroplatinate (IV) , followed by reaction with sodium methoxide. The surface modification of glass plate was attempted using these products. High modification ability of the silane coupling agents and high oxidation resistance ability of the modified glass surface against nitric acid were observed. These results were confirmed by measuring the contact angles on the modified glass surface and the oxidized glass surface with water and oleic acid. In regard to water and oil repellency on the modified glass surface, CF_3(CF_2)_9CH_2CH_2Si(OCH_3)_3 displayd the highest ability, and the largest contact angles of water on the modified glass surface exhibited 118. From AFM measurement, the layr of the silane coupling agent on the modified glass surface should be composed of double- or triple-layr. We tried to modify the surface of some dental materials using CF_3(CF_2)_9CH_2CH_2Si(OCH_3)_3, and applied the silane coupling agent for the surface modification of a denture to provide stain-protecting ability. We have found that a silane coupling agent containing a long fluorocarbon chain, CF_3(CF_2)_9CH_2CH_2Si(OCH_3)_3, had a high degree of surface modification ability against these dental materials. The modified denture teeth displayd a heightened stain-protecting ability.

Report

(3 results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report
  • Research Products

    (38 results)

All Other

All Publications (38 results)

  • [Publications] N.Yoshino,et al: "Synthesis of Silane Coupling Agent Having Fluorocarbon Chain and Surface Modification of Glass Plate" Bull.Chem.Soc.Jpn.66. 472-476 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino,et al: "Syntheses of 1H,1H,2H,2H-polyfluoroalkyl(trimethoxy)silanes and Surface Modification of Glass Plate" Bull.Chem.Soc.Jpn.66. 1754-1758 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino,et al: "Surface Modification of Denture to Provide Contamination-Free Ability by Using Silane Coupling Agent Containing Fluorocarbon Chain" Chem.Lett.1993. 821-824 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino,et al: "Atomic Force Microscopy of Glass Surface Modified with Silane Coupling Agent Containing Fluorocarbon Chain" Chem.Lett.1994. 735-736 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino,et al: "Syntheses of silane-coupling agents having end-branch fluorocarbon chain and surface Modification of Glass Plate" Reactive Polymers. 23. 157-163 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino,et al: "Synthesis of a silane coupling agent containing a 4-(perfluoroalkyl)phenyl group and its application for surface modification of glass" J.Fluorine Chem.,. (In Press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Teranaka,N.Yoshino,et al: "Application of Newly Developed Surface Modifier to Dental Material" The Bulletin of Kanagawa Dental College. 22. 151-155 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino: "Dental Surface Treatment Material Using Fluorine Compound" New Technology Japan. 21(2). 44-44 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 好野則夫: "新しい歯科表面処理材料の開発" 機能材料. 13(11). 30-35 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 好野則夫: "新しい歯の表面処理材料" 化学と工業. 46(12). 1836-1838 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 好野則夫: "フッ化炭素鎖を有する表面改質剤(シランカップリング剤)(1)ガラスの表面改質" 材料技術研究協会誌. 12(3). 87-91 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 好野則夫: "フッ化炭素鎖を有する表面改質剤(シランカップリング剤)(3)歯科への応用" 材料技術研究協会誌. 12(7). 229-233 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 好野則夫: "フッ素系界面活性剤,表面改質剤の展開" ポリファイル. 31(367). 50-51 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 好野則夫: "新規フッ素系界面活性剤と表面改質剤" 表面. 32(12). 30-44 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 好野則夫: "フッ化炭素鎖を有するシランカップリング剤を用いた金属表面の改質" 材料技術研究会誌. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino: "Synthesis of Silane Coupling Agent Having Fluorocarbon Chain and Surface Modification of Glass Plate" Bull.Chem.Soc.Jpn.66. 472-476 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino: "Syntheses of 1H,1H,2H,2H-polyfluoroalkyl- (trimethoxy) silanes and Surface Modification of Glass Plate" Bull.Chem.Soc.Jpn.66. 1754-1758 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino: "Surface Modification of Denture to Provide Contamination-Free Ability by Using Silane Coupling Agent Containing Fluorocarbon Chain" Chem.Lett.1993. 821-824 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino: "Atomic Force Microscopy of Glass Surface Modified with Silane Coupling Agent Containing Fluorocarbon Chain" Chem.Lett.1994. 735-736 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino: "Syntheses of silane-coupling agents having end-branch fluorocarbon chain and surface modification of glass" Reactive Polymers. 23. 157-163 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino: "Synthesis of a silane coupling agent containing a 4- (perfluoroalkyl) phenyl group and its application for surface modification of glass" J.Fluorine Chem.(In Press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Teranaka: "Application of Newly Developed Surface Modifier to Dental Material" The Bulletin of Kanagawa Dental College. 22. 151-155 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino: "Dental Surface Treatment Material Using Fluorine Compound" New Technology Japan. 21(2). 44 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] N.Yoshino,et al: "Synthesis of Silane Coupling Agent Having Fluorocarbon Chain and Surface Modification of Glass Plate" Bull.Chem.Soc.Jpn.66. 472-476 (1993)

    • Related Report
      1994 Annual Research Report
  • [Publications] N.Yoshino,et al: "Syntheses of 1H,1H,2H,2H-polyfluoroalkyl(trimethoxy)silanes and Surface Modification of Glass Plate" Bull.Chem.Soc.Jpn.66. 1754-1758 (1993)

    • Related Report
      1994 Annual Research Report
  • [Publications] N.Yoshino,et al: "Surface Modification of Denture to Provide Contamination-Free Ability by Using Silane Coupling Agent Containing Fluorocarbon Chain" Chem.Lett.1993. 821-824 (1993)

    • Related Report
      1994 Annual Research Report
  • [Publications] N.Yoshino: "Atomic Force Microscopy of Glass Surface Modified with Silane Coupling Agent Containing Fluorocarbon Chain" Chem.Lett.1994. 735-736 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] N.Yoshino,et al: "Syntheses of silane-coupling agents having end-branch fluorocarbon chain and surface modification of glass" Reactive Polymers. 23. 157-163 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] N.Yoshino,et al: "Synthesis of a silane coupling agent containing a 4-(perfluoroalkyl)phenyl group and its application for surface modification of glass" J.Fluorine Chem,. (In Press).

    • Related Report
      1994 Annual Research Report
  • [Publications] T.Teranaka,N.Yoshino,et al: "Application of Newly Developed Surface Modifier to Dental Material" The Bulletin of Kanagawa Dental College. 22. 151-155 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] N.Yoshino: "Dental Surface Treatment Material Using Fluorine Compound" New Technology Japan. 21(2). 44-44 (1993)

    • Related Report
      1994 Annual Research Report
  • [Publications] 好野 則夫: "新しい歯科表面処理材料の開発" 機能材料. 13(11). 30-35 (1993)

    • Related Report
      1994 Annual Research Report
  • [Publications] 好野 則夫: "新しい歯び表面処理材料" 化学と工業. 46(12). 1836-1838 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] 好野 則夫: "フッ化炭素鎖を有する表面改質剤(シランカップリング剤)(1)ガラスの表面改質" 材料技術研究協会誌. 12(3). 87-91 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] 好野 則夫: "フッ化炭素鎖を有する表面改質剤(シランカップリング剤)(3)歯科への応用" 材料技術研究協会誌. 12(7). 229-233 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] 好野 則夫: "フッ素系界面活性剤,表面改質剤の展開" ポリファイル. 31(367). 50-51 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] 好野 則夫: "新規フッ素系界面活性剤と表面改質剤" 表面. 32(12). 30-44 (1993)

    • Related Report
      1994 Annual Research Report
  • [Publications] 好野 則夫他: "フッ化炭素鎖を有するシランカップリング剤を用いた金属表面の改質" 材料技術研究協会誌. 印刷中.

    • Related Report
      1994 Annual Research Report

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Published: 1993-04-01   Modified: 2016-04-21  

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