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Studies on the Relationship between the Chemical Structure and the Lightfastness for Disperse and Reactive Dyes with High Lightfatness.

Research Project

Project/Area Number 10558005
Research Category

Grant-in-Aid for Scientific Research (B).

Allocation TypeSingle-year Grants
Section展開研究
Research Field 家政学一般(含衣・住環境)
Research InstitutionOtsuma Women's University, Junior College

Principal Investigator

OKADA Yasuyo  Otsuma Women's University, Junior College, Faculty of Home Economics, Professor., 家政学部, 教授 (90118729)

Co-Investigator(Kenkyū-buntansha) HIMENO Kiyoshi  DyStar Japan Ltd., Research Center, General Manager, 研究所, 所長(研究職)
HIHARA Toshio  DyStar Japan Ltd., Technical Center, General Manager, テクニカルセンター, 所長(研究職)
TAKANO Azusa  Otsuma Women's University, Junior College, Faculty of Home Economics, Research Assistant, 家政学部, 助手
森田 全三  東京農工大学, 名誉教授 (50016408)
渡辺 亜紀  大妻女子大学短期大学部, 家政学部, 助手
桧原 利夫  ダイスタージャパン株式会社テクニカルサービスラボラトリー, 所長
Project Period (FY) 1998 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥9,500,000 (Direct Cost: ¥9,500,000)
Fiscal Year 2000: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 1999: ¥1,500,000 (Direct Cost: ¥1,500,000)
Fiscal Year 1998: ¥7,000,000 (Direct Cost: ¥7,000,000)
KeywordsPhotofading / Lightfastness / Disperse dyes / Poly(ethylene terephthalate) / Nylon / Triphenodioxazine dyes / Aggregation on cellulose / Reaction with oxidizing agent / アゾ分散染料 / ポリアミド繊維 / 還元退色 / 酸化退色 / トリフェノジオキサジン反応染料 / 集合 / 半経験的分子軌道法 / 一重項酸素 / 次亜塩素酸塩 / 置換基効果 / 反応染料 / アルカリ加水分解 / 窒素酸化物堅ろう度 / ポリエステル / 光還元 / 光酸化 / 退色挙動
Research Abstract

Reactivity of an aminopyrazolinyl azo reactive dye, used for the estimation of photosensitivity of many reactive dyes, was examined by PM3 semi-empirical molecular orbital method to show the position of reaction with singlet molecular oxygen, the reaction paths, and the relative reactivity of typical monoazo dyes.
The photofading behavior of six monoazo disperse dyes on poly(ethylene terephthalate)(PET)and nylon 6 films and fabrics was examined under aerobic and anaerobic conditions. The dyes underwent reductive fading even under aerobic conditions, with a few exceptions. Exposing nylon films dyed with the disperse dyes in combination with a vinylsulfonyl copper-phthalocyanine dye(CuPc), when immersed in aerated or O_2-saturated water, showed a decrease in the rate of reductive fading compared with exposures involving disperse dyes without CuPc. Singlet oxygen generated by the photosensitization of CuPc suppressed the reductive fading of disperse dyes. Nylon has stronger influence to un … More dergo photo-reduction and photo-oxidation on disperse dyes than PET has, depending upon the potential properties of dye itself. High lightfastness in disperse dyes requires ^1O_2-suppressed photo-reduction due to their self-photosensitization during exposures involving aerobic conditions.
Monomer-dimer equilibriums of triphenodioxazine reactive dyes with vinylsulfone anchors(PVS-TPDO)and monochlorotriazine anchors(MCT-TPDO)were investigated in water, in aqueous organic solvent, and on a cellulosic substrate. The aggregation tendency of PVS-TPDO in water was promoted by the addition of neutral electrolyte and suppressed by that of 1-methyl-2-pyrrolidone(MP). PVS-TPDO showed also aggregation on a cellulosic substrate. The apparent value of K on dry cellulose was two orders of magnitude smaller than that in water, and was increased by about ten times by water. Four TPDO dyes examined showed the same order of aggregation tendency on cellulosic and nylon substrates as that in aqueous solution.
The reaction of four triphenodioxazine(TPDO)reactive dyes on cellulosic films with bleaching agents, hypochlorite and hydrogen peroxide(HP), was examined in the aqueous solutions and redox potentials for two dyes were measured by cyclic voltammetry. The reaction of TPDO dyes on cellulosic films with HP at different pHs implied a nucleophilic reaction with HP anions, while the reaction with hypochlorite an electrophilic one with undissociated species of hypochlorite and a nucleophilic one with hypochlorite anion, although the relative reactivity among TPDO dyes was attributed mainly to the electrophilic one. The rates of hypochlorite bleaching for 4, 11-bis(vinylsulfonyl)TPDO dyes on cellulosic film were smaller than those for 3, 10-bis(disubstituted triazinyliminoethylimino)TPDO dyes, while the rates of HP bleaching showed the reverse relation. Less

Report

(4 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • 1998 Annual Research Report
  • Research Products

    (25 results)

All Other

All Publications (25 results)

  • [Publications] Hiromi Motomura,Sook-Hee Bee,and Zenzo Morita: "Dissociation of Hydroxyl Groups of Cellulose at Low Ionic Strengths"Dyes and Pigments. 39(4). 243-258 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Zenzo Morita,Shin'ya Hada: "A semiempirical molecular orbital study on the reaction of an aminopyrazolinyl azo dye with singlet molecular oxygen."Dyes and Pigments. 41(1-2). 1-10 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Tosio Niwa,Kiyoshi Himeno,and Tosio Hihara: "1-Step Printing and Continuous Dye of PET/Cellulose Blends using Reactive Disperse Dyes."Advances in Colour Science and Technology. Vol.2(3). 177-190 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Kiyoshi Himeno,Yasuyo Okada,and Zenzo Morita: "Photofading of Monoazo Disperse Dyes on Polyester and Polyamide Substrates"Dyes and Pigments. 45(2). 109-123 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Toshio Hihara,Yasuyo Okada,and Zenzo Morita: "The aggregation of triphenodioxazine reactive dyes in aqueous solution and on cellulosic and nylon substrates."Dyes and Pigments. 45(2). 131-143 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Toshio Hihara,Yasuyo Okada,and Zenzo Morita: "The reaction of triphenodioxazine dyes with bleaching agents,hypochlorite and hydrogen peroxide,in aqueous solution."Dyes and Pigments. 46(3). 181-192 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Motomura, S.-H.Bee, Z.Morita: "Dissociation of Hydroxyl Groups of Cellulose at Low Ionic Strengths"Dyes and Pigments. 39(4). 243-258 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Z.Morita, S.Hada: "A semiempirical molecular orbital study on the reaction of an aminopyrazolinyl azo dye with singlet molecular oxygen"Dyes and Pigments. 41(1-2). 1-10 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Niwa, K.Himeno, T.Hihara: "1-Step Printing and Continuous Dye of PET/Cellulose Blends using Reactive Disperse Dyes"Advances in Color Science and Technology. Vol.2(3)University of Leeds. 177-190 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Himeno, Y.Okada, Z.Morita: "Photofading of Monoazo Disperse Dyes on Polyester and Polyamide Substrates"Dyes and Pigments. 45(2). 109-123 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hihara, Y.Okada, Z.Morita: "The aggregation of triphenodioxazine reactive dyes in aqueous solution and on cellulosic and nylon substrates"Dyes and Pigments. 45(2). 131-143 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hihara, Y.Okada, Z.Morita: "The reaction of triphenodioxazine dyes with bleaching agnets, hypochlorite and hydrogen peroxide, in aqueous solution"Dyes and Pigments. 46(3). 181-192 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Kiyoshi Himeno,Yasuyo Okada,and Zenzo Morita: "Photofading of monoazo disperse dyes on polyester and polyamide substrates"Dyes and Pigments. 45. 109-123 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Toshio Hihara,Yasuyo Okada,and Zenzo Morita: "The aggregation of triphenodioxazine reactive dyes in aqueous solution and on cellulosic and nyion substrates"Dyes and Pigments. 45. 131-143 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Toshio Hihara,Yasuyo Okada,and Zenzo Morita: "The reaction of triphenodioxazine dyes with bleaching agents, hypochlorite and hydrogen peroxide, in aqueous solution"Dyes and Pigments. 46. 181-192 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Z.Morita,Shinya Hada: "A Semiempirical Molecular Orbital Study on the Reaction of an Aminopyrazolinyl Azo Dye with Singlet Molecular Oxygen"Dyes and Pigments. 41. 1-10 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Hihara,K.Himeno: "New Brilliant Thiophene Azo Blue Disperse Dye with Excellent Fastness"18^<th>IFATCC Congress in Copenhagen,8-10 September. Proceeding. 180 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Hihara,Y.Okada,and Z.Morita: "Reaction of Triphenodioxazine Dyes on Cellulose and Singlet Molecular Oxygen"18^<th>IFATCC Congress in Copenhagen,8-10 September. Proceeding. 185 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Z.Morita,S.Sakamoto,and H.Maeda: "Molecular Modeling of the Cellulose-Vinylsulfonyl Reactive Dye System"18^<th>IFATCC Congress in Copenhagen,8-10 September. Proceeding. 208 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Nina,K.Himeno,and T.Hihara: "1-Step Printing and Continuous Dyeing of PET/Cellulose Blends using Reactive Disperse Dyes"Advances in Colour Science and Technology. 2・3. 177-190 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Hihara and J.Seiler: "New Azo Red Yellow Brown Disperse Dyes with Superior Light Fastness." 7th International Conference on Organic Dyes and Pigments (Colorchem'98),May 17-21,Pardubice-Rybitvi, Czech Republic. Proceeding. 18-19 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Hihara,Y.Takahashi,and K.Himeno: "New Brilliant Thiophene Azo Blue Disperse Dye with Excellent Fastness." International Symposium in Wakayama on Dyeing and Finishing of Textiles,November 30-December 2,Japan.Proceeding. 186-187 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] A.Sugane,A.Watanabe,Y.Okada,and Z.Morita: "Color Variations of Reactive Anthraquinone Dyes on Cellulose by Nitrogen Oxides under Wet Conditions." International Symposium in Wakayama on Dyeing and Finishing of Textiles,November 30-December 2,Japan.224-225 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Z.Morita,M.Shinozaki,and M.Kitaoka: "A Semiempirical Molecular Orbital Study on the Reaction of Triphenodioxazines with Singlet Molecular Oxygen." International Symposium in Wakayama on Dyeing and Finishing of Textiles,November 30-December 2,Japan.226-227 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Motomura,S.-H.Bae,and Z.Morita: "Dissociation of Hydroxyl Groups of Cellulose at Low lonic Strength." Dyes and Pigments. 39・4. 243-258 (1998)

    • Related Report
      1998 Annual Research Report

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Published: 1998-04-01   Modified: 2016-04-21  

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