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Synthesis and application of water resistance and endurance silane coupling agents

Research Project

Project/Area Number 13470406
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Conservative dentistry
Research InstitutionKanagawa Dental College

Principal Investigator

TERANAKA Toshio  Kanagawa Dental College, Dentistry, Professor, 歯学部, 教授 (60104460)

Co-Investigator(Kenkyū-buntansha) YOSHINO Norio  Tokyo University of Science, Industrial Chemistry, Professor, 工学部, 教授 (50084380)
NIHEI Tomotarao  Kanagawa Dental College, Dentistry, Instructor, 歯学部, 助手 (50237781)
KURATA Shigeaki  Kanagawa Dental College, Dentistry, Associate Professor, 歯学部, 助教授 (20104333)
AKABANE Shoji  GC Corporation, Research Institute of GC, Vice Director, 研究所, 研究副所長
Project Period (FY) 2001 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥14,600,000 (Direct Cost: ¥14,600,000)
Fiscal Year 2003: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 2002: ¥2,500,000 (Direct Cost: ¥2,500,000)
Fiscal Year 2001: ¥10,700,000 (Direct Cost: ¥10,700,000)
Keywordssurface modification / silane coupling agent / coupling-layer / hydrolysis / adhesion / water resistance / resin composite / ceramics
Research Abstract

The cause of deterioration of the mechanical properties of composites is attributed to the hydrolysis of the silane-coupling layer between the inorganic silica filler, and the organic base resin. In order to improve the endurance of dental composites against hydrolysis, we have synthesized and studied silane coupling agents.
Seven experimental composites were prepared, containing fillers, which were modified with either 3-methacryloyloxypropyltrimethoxysilane (3-MPS) or a mixture of 3-MPS and the hydrophobic fluoroalkyltrimethoxysilanes. They were subjected to water immersion for 1,800 days and the Thermal Cycling Test for 30,000 cycles. The composite specimen containing filler modified with a mixture of 3-MPS and methacryloyloxypropyltrimethoxysilane showed no significant on tensile strength. In contrast -MPS modified filler containing composite demonstrated significant decrease after water immersion period and thermal stress.
To improve further water resistance of the polysiloxane laye … More r at the silica/resin interface, a mixture of 3-MPS and novel silane coupling agents (MAnbF, n=5,7,9,1) with a hydrophobic fluoroalkyl and methaclyloyl group (i. e. 3{[1'-(perfluoro-5-mathylhexy) methyl-2'-(methacryloyloxy9] ethoxy }propil-trimethoxysilane (MA7bF))were synthesized. The concentration of each silane solution was adjusted with ethanol at 2 mass%, at various weight ratios of MAnbF 10, 20, 30, 50, 70 and 100% to 3-MPS. The tensile bond strength of the resin composites were measured, as well the contact angles of resin monomer mixture to glass plates modified with each silane. MA5bF formed a coupling layer with high bond strength and high water resistance at the silica/resin interface in all concentrations studied. MA7bF, MA9bF and MA11bF formed these layers at concentrations within 10-30%.
From the results obtained in this study, it was suggested that the surface modification of the silica with a MA5bF or a mixture of 3-MPS and nonafluorohexyltrimethoxysilane increase the water endurance of resin composite. Less

Report

(4 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • 2001 Annual Research Report
  • Research Products

    (43 results)

All Other

All Publications (43 results)

  • [Publications] 黒坂 のぶこ: "プラズマ蒸着重合による床用レジンの表面改質"神奈川歯科大学学会雑誌. 36. 63-74 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 岡田 英之: "重合性基を有する芳香族系シランカップリング剤の合成"材料技術. 19. 197-202 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Hanaoka, Koji: "Occlusion and the non-carious cervical lesion"Bulletin of Kanagawa Dental College. 29. 121-129 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 二瓶 智太郎: "分子内にフルオロアルキル基とメタクリロイル基をもつシランカップリング剤の処理効果"歯科材料・器械. 21. 104-115 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Nihei, Tomotaro: "Enhanced hydrolytic stability of dental composites by use of fluoroalkyltrimethoxysilanes"Journal of Dental Research. 81. 482-486 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kondo, Yukisige: "Synthesis of α, ω-Bissilanes with Fluorocarbon Chain and Surface Structures of Solid Surfaces Modified with the Silanes"J.Oleo Science. 51. 305-311 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 浜野 奈穂: "歯科用セラミックスの表面処理に関する基礎的検討(第1報:Tribochemical Coating)"神奈川歯学,37(4),141-149,2002. 37. 141-149 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Hamano, Nao: "Evaluation of adhesive interface using an ultrasonic pulse-reflection technique"Dental Materials Journal. 22. 66-79 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 尾本 直大: "リン酸エステル塩型ハイブリッド界面活性剤によるエナメル質表面の改質効果の処理効果"日本歯科保存学雑誌. 46. 192-201 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 二瓶 智太郎: "コンポジットレジンの耐水耐久性向上に関する研究-ポリフルオロアルキルシラン混合シラン処理剤の効果-"神奈川歯学. 38. 154-166 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Mitsuhashi, Akira: "Fracture toughness of resin-modified glass ionomer restorative materials. -Effect of powder/liquid ratio and powder particle size reduction on fracture toughness"Dental Materials. 19. 747-757 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] KONDO, Yukishige: "Synthesis of ω-Ferrocenylpentyltrichlorosilane and Its Conductive Cast Films Coating"J.Oleo Science. 52. 505-508 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] KONDO, Yukishige: "Synthesis of and Glass Surface Modification with Fluorinated Silane Coupling Agents with a Benzene Ring as a Spacer"J.Oleo Science. 53. 143-151 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kurosaka N, Nihei T, Hanaoka K, Kurata S, Sawada T, Shimizu T, Teranaka T: "Surface modification of denture base resin by a plasma vapor deposition polymerization method"J Kanagawa Odont Soc. 36(1). 63-74 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Okada H, Kondo Y, Yoshino N: "Synthesis of aromatic silane coupling agents having a polymerizable group"Material Technology. 19(5). 197-202 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Hanaoka K, Mitsuhashi A, Ebihara K, Shimizu H, Teranaka T: "Occlusion and the non-carious cervical lesion"Bull Kanagawa Dental Coll. 29(2). 121-129 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Nihei T, Kurata S, Kondo Y, Umemoto K, Yoshino K, Teranaka T: "Effect of silane coupling agents with a fluoroalkyl and a methacryloyl groups in a molecule. -Treatment of silane mixture of silane/ 3-methacryloyloxypropyl-trimethoxy-silane-"J Jpn Soc Dent Mater Dev. 21(2). 104-115 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Nihei T, Kurata S, Kondo Y, Umemoto K, Yoshino N, Teranaka T: "Enhanced hydrolytic stability of dental composites by use of fluoroalkyltrimethoxysilanes"J Dent Res. 81(7). 482-486 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kondo Y, Yamaki K, Yamauchi T, Azumi R, Tanaka M, Matsumoto M, Yoshino N: "Synthesis of α, ω-Bissilanes with Fluorocarbon Chain and Surface Structures of Solid Surfaces Modified with the Silanes"J Oleo Sci. 51(5). 305-311 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Hamano N, Atsumi M, Ino S, Okada S, Niiya T, Tamura T, Shibata, Teranaka T, Toyoda M: "A basic study on surface treatment of dental ceramics"J Kanagawa Odont Soc. 37(4). 141-149 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Hamano N, Hanaoka K, Ebihara K, Toyoda M, Teranaka T: "Evaluation of adhesive defects using an ultrasonic pulse-reflection technique"Dent Master J. 22(1). 66-79 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Omoto N, Nihei T, Kurata S, Kondo Y, Umemoto K, Yoshino N, Teranaka T: "Effect of enamel surface modification by novel phosphate type hybrid surfactant"Jpn J Consev Dent. 46(2). 192-201 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Nihei T: "Study on the improvement of water endurance of resin composite"J Kanagawa Odont Soc. 38(4). 154-166 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Mitsuhashi A, Hanaoka K, Teranaka T: "Fracture toughness of resin-modified glass ionomer restorative materials : effect of powder/liquid ratio and powder particle size reduction on fracture toughess"Dent Mater. 19. 747-757 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kondo Y, Miyazawa K, Kunugi Y, Takahashi Y, Miyazawa H, Miyao K, Tsukagoshi T, Yoshino N: "Synthesis ofω-ferrocenylpentyltrichlorosilane and its conductive cast films"J Oleo Sci. 52(9). 505-508 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Kondo Y, Miyao K, Aya Y, Yoshino N: "Synthesis of and glass surface modification with fluorinated silane coupling agents with a benzene ring as a spacer"J Oleo Sci. 53(3). 143-151 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 尾本 直大: "リン酸エステル塩型ハイブリッド型界面活性剤によるエナメル質表面の改質効果(第1報)新規ハイブリッド界面活性剤の改質効果"日本歯科保存学会雑誌. 46・2. 192-201 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 二瓶 智太郎: "コンポジットレジンの耐水耐久性向上に関する研究-ポリフルオロアルキルシラン混合シラン処理剤の効果-"神奈川歯学. 38・4. 154-166 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Yukishige Kondo: "Synthesis of and Glass Surface Modification with Fluorinated Silane Coupling Agents with a Benzene Ring as a Spacer"Journal of Oleo Science. 53・3. 143-151 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] Yukishige Kondo: "Synthesis of ω-Ferrocenylpentyltrichlorosilane and Its Conductive Cast films"Journal of Oleo Science. 52・9. 505-508 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 二瓶 智太郎: "疎水性基含有シランカップリング剤の長期接着耐水性"2003年度材料技術研究協会討論会. 特別号. 125-126 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Tomotaro Nihei: "Hydrolytic stability of novel silane coupling agents with phenyl group"Journal of Dental Research. 83・特別号. (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] Tomotaro Nihei: "Enhanced hydrolytic stability of dental composites by use of fluoroalkyl-trimethoxysilanes"Journal of Dental Research. 81・7. 482-486 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 二瓶智太郎: "ポリフルオロアルキルシラン/3-メタクリロイルオキシプロピルトリメトキシシラン混合系カップリング剤で処理したフィラーを含むコンポジットレジンの水中保管による性状変化"日本歯科保存学雑誌. 45・5. 797-807 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 二瓶智太郎: "重合性基含有芳香族系シランカップリング剤に関する研究(第3報)-加水分解性基の違いによる処理効果-"歯科材料・器械. 21特別号. 125 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Naohiro Omoto: "Modification of enamel surface by novel phosphate type hybrid surfactant"Transaction of the fourth international congress on dental materials. 16. 222 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Tomotaro Nihei: "Development of novel silanes with phenyl group and double bond"Transaction of the fourth international congress on dental materials. 16. 142 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 尾本直太: "フッ化炭素鎖を含む表面処理剤の歯科への応用(XI)-リン酸エステル型ハイブリッド界面活性剤による改質効果-"日本歯科保存学雑誌. 45. 18 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 二瓶智太郎: "重合性基含有芳香族系シランカップリング材に関する研究 (第2報)分子構造の違いによる耐水効果"歯科材料・器械. 20特別号37. 88 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 倉田茂昭: "機能性生体材料の開発に関する研究(第1報) 材料表面の親水性・疎水性と細胞増殖"歯科材料・器械. 20特別号37. 132 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 二瓶智太郎: "ポリフルオロアルキル鎖を含むシランカップリング剤に関する研究(第10報) フッ化炭素シラン混合カップリング剤処理層の構造について"歯科材料・器械. 20特別号38. 81 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 森下久美子: "機能性生体材料の開発に関する研究(第2報) 浮遊性培養器中での材料の親水性、疎水性と細胞増殖"歯科材料・器械. 20特別号38. 171 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Tomotaro NIHEI: "Development of novel silanes with phenyl group and double bond"J. dent. Res.. 80Special Issue. 758 (2001)

    • Related Report
      2001 Annual Research Report

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Published: 2001-04-01   Modified: 2016-04-21  

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