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Syntheses of Surfactants Baring Multi Alkyl Chains and Its Application as Auxiliaries for Disperse Dyeing

Research Project

Project/Area Number 09651000
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 高分子構造・物性(含繊維)
Research InstitutionKumamoto University

Principal Investigator

SHOSENJI Hideto  Kumamoto University, Faculty of Engineering, Professor, 工学部, 教授 (80040426)

Co-Investigator(Kenkyū-buntansha) OKUBAYASHI Satoko  Kumamoto University, Faculty of Engineering, Assistant, 工学部, 助手 (00284737)
KOIDE Yoshifumi  Kumamoto University, Faculty of Engineering, Associate Professor, 工学部, 助教授 (40040430)
Project Period (FY) 1997 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 1999: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1998: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1997: ¥2,800,000 (Direct Cost: ¥2,800,000)
KeywordsCalixarene / Multi-Alkyl Type Surfactant / Telomer / Solubilization / Disperse Dyeing / Nylon / Cellulose Acetate / Polyester / カリックスアレーン / 両親媒性化合物 / 包接
Research Abstract

Acid catalyzed condensation of resorcinol with alkanal, benzaldehyde or naphthalaldehyde gave calix[4]resorcinarenes bearing four alkyl, phenyl or naphthyl groups, which showed surface activities in alkaline solutions and solubilized organic compounds, such as alcohols with long alkyl chains, benzene and toluene. Dyes were solubilized as well, implying formations of inclusion complexes.
Phosphate esters were synthesized from the calix[4]resorcinarenes. These compounds showed surface activities in neutral solutions. Disperse dyeing of nylon and cellulose acetate fabrics in presence of the phosphate esters as auxiliaries gave higher dye uptake than in presence of a commercial auxiliary Disperse TL.Analyses of the cross section of the dyed fiber with optical microscopy proved excellent levelness.
Carboxymethyls were introduced to the calix[4]resorcinarenes. Investigation of the properties of these compounds as auxiliaries for the disperse dyeing of nylon and cellulose acetate revealed that they gave higher dyeing rate at the initial stage than corresponding monoalkyl surfactants. They improved dye uptake on polyester fiber at 120℃, while no significant effect was observed for the dyeing at 95℃.
Quaternary ammonium salts of N-alkyl-2-vinylpyridine telomers as well as cotelomers of acrylic acid and alkyl acrylates were synthesized. These compounds showed excellent surface activities, such as emulsification of oil and stabilization of foam. Preliminary study on their application to auxiliaries for disperse dyeing gave satisfactory results. The relationships between their auxiliary properties and molecular structures are under investigation.

Report

(4 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • 1997 Annual Research Report
  • Research Products

    (18 results)

All Other

All Publications (18 results)

  • [Publications] 小出善文: "4本の疎水鎖を有するレソルシノール系[1_4]メタシクロファンによる有機化合物の可溶化"日本油化学会誌. 47. 57-63 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 李波: "4本のアルキル鎖を持つ両親媒性レゾルシン系カリックス[4]アレーンの染色助剤としての性能"繊維学会誌. 54. 142-146 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 小出善文: "2-ビニルピリジン系テロマーを基本骨格とする3-6本ドデシル側鎖型界面活性剤の合成と界面化学的特性"日本油化学会誌. 48. 123-130 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H.Shosenji: "Properties of Amphiphilic Calix [4] resorcinarenes Having Carboxymethoxyls and Tetraalky Chains as Dyeing Auxiliaries"Proc.of the 5th Asian Textile Conf.(Kyoto, Japan). 277-280 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H.Shosenji: "Properties of Amphiphilic Calix [4] resorcinarenes with Tetraalkyl Chains as Auxiliaries for disperse Dyeing of Nylon 6 Fiber"Proc.of the 4th International Conference on Textile Science (Liberec, Czech Republic). 456-459 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T.Yoshimura: "Preparation of Cotelomers of Acryl Acid and n-Hexyl, 2-Ethylhexyl or n-Dodecyl Acrylate and Their Properties as Multi-Alkylated Surfactants"Journal of Japan Oil Chemical Society. 49. 801-808 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Yoshifumi KOIDE: "Solubilization of Organic Compounds by Calix[4] resorcinarenes Bearing Four Hydrophobic Chains"Jouunal of Oil Chemical Socity. Vol.47, No.1. 57-63 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Bo LI: "Properties of Amphiphilic Calix[4]resorcinarenes Having Tetraalkl Chains as Dyeing Auxiliaries"Sen-i Gakkaishi. Vol.54, No.3. 142-146 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Yoshifumi KOIDE: "Preparation and Properties of 2-Vinylpyridine Telomers Possessing 3-6 Dodecyl Side Chains"Journal of Japan Oil Chemical Society. Vol.48, No.2. 123-130 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Hideto SHOSENJI: "Properties of Amphiphilic Calix[4]resorcinarenes Having Carboxymethoxyls and Tetraalkyl Chains as Dyeing Auxiliaries"Proc.of the 5th Asian Textile Conf.(Kyoto, Japan). 277-280 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Hideto SHOSENJI: "Properties of Amphiphilic Calix[4]resorcinarenes with Tetraalkyl Chains as Auxiliaries for disperse Dyeing of Nylon 6 Fiber"Proc.of the 4th International Conf. on Textile Science (Liberec, Czech Republic). 456-459 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Tomokazu YOSHIMURA: "Preparation of Cotelomers of Acryl Acid and n-Hexyl, 2-Ethylhexyl or n-Dodecyl Acrylate and Their Properties as Multi-Alkylated Surfactants"Journal of Japan Oil Chemical Society. VOL.49. 801-808 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H.Shosenji,M.Nakakubo,K.Kuribayashi,sS.Okubayaashi,Y.Koide: "Properties of Amphiphilic Calix[4]resorcinarenes Having Carboxymethoxxyls and Tetraalky1 Chains as Dyeing Auxiliaries"Proc.of Internat. Seminar on Textile Sci. for XXI Century(Guimaraes,Portugal). 124-125 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Shosenji,M.Nakakubo,K.Kuribayashi,sS.Okubayaashi,Y.Koide: "Properties of Amphiphilic Calix[4]resorcinarenes Having Carboxymethoxxyls and Tetraalky1 Chains as Dyeing Auxiliaries"Proc. of the 5th Asian Textile Conf.(Kyoto,Japan). 277-280 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T,Yoshimura,Y.Koide,H.Shosenji: "Preparation of Cotelomers of Alky1 Acrylate and Acrylic Acid and Their Surface Activities"Proc. '99 PKKS Joint Symp. on High Polym. & Fibers(Chinju,Korea). 142-145 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 小出善文・吉村倫一・正泉寺秀人・江角邦男: "2-ビニルピリジン系テロマーを基本骨格とする3-6本ドデシル側鎖型界面活性剤の合成と界面科学的特性" 日本油化学会誌. 48巻・2号. 123-130 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] 小出善文・李波・川口勇二・正泉寺秀人・江角邦男: "4本の疎水鎖を有するレソルシノール系[l_4]メタシクロファンによる有機化合物の可溶化" 日本油化学会誌. 47巻・1号. 57-63 (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] 李波・奥林里子・小出善文・正泉寺秀人: "4本のアルキル鎖を持つ両親媒性レゾルシン系カリックス[4]アレーンの染色助剤としての性能" 繊維学会誌. 54巻・3号. 201-205 (1998)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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