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

高耐光分散染料和活性染料化学结构与耐光性关系的研究。

• 批准号: 10558005
• 负责人: OKADA Yasuyo
• 金额: $ 6.08万
• 依托单位: Otsuma Women's University, Junior College
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (B).
• 财政年份: 1998
• 资助国家: 日本
• 起止时间: 1998 至 2000
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-10558005/
• 关键词: Photofading; 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

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

摘要采用PM3半经验分子轨道法对一种用于评价多种活性染料光敏性的氨吡唑啉基偶氮活性染料的反应活性进行了研究，以显示其与单线态分子氧的反应位置、反应路径以及典型单偶氮染料的相对反应活性。研究了6种单偶氮分散染料在好氧和厌氧条件下对聚对苯二甲酸乙酯（PET）和尼龙6薄膜和织物的光褪色行为。即使在有氧条件下，染料也会发生还原性褪色，只有少数例外。将分散染料与乙烯磺酰基铜酞菁染料（CuPc）混合染色的尼龙薄膜，浸泡在曝气或o_2饱和水中，与不含CuPc的分散染料相比，其还原性褪色率降低。CuPc光敏产生的单重态氧抑制了分散染料的还原性褪色。尼龙对分散染料的光还原和光氧化的影响比PET更大，这取决于染料本身的潜在性能。分散染料的高耐光性需要^ 10_2抑制光还原，因为它们在有氧条件下暴露时具有自光敏性。研究了乙烯砜锚定剂（PVS-TPDO）和单氯三嗪锚定剂（MCT-TPDO）对三吩二恶嗪活性染料在水、有机溶剂和纤维素底物中的单体二聚体平衡。中性电解质的加入促进了PVS-TPDO在水中的聚集倾向，而1-甲基-2-吡咯烷酮（MP）的加入抑制了PVS-TPDO在水中的聚集倾向。PVS-TPDO在纤维素基质上也表现出聚集性。干纤维素上K的表观值比在水中小两个数量级，而在水的作用下，K的表观值增加了10倍左右。四种TPDO染料在纤维素和尼龙基质上的聚集顺序与在水溶液中的聚集顺序相同。研究了四种三吩二恶嗪（TPDO）活性染料在纤维素膜上与漂白剂、次氯酸盐和过氧化氢（HP）在水溶液中的反应，并用循环伏安法测定了两种染料的氧化还原电位。在不同ph值下，TPDO染料在纤维素膜上与HP的反应暗示着与HP阴离子的亲核反应，而与次氯酸盐的反应是与未解离的次氯酸盐的亲电反应和与次氯酸盐阴离子的亲核反应，尽管TPDO染料之间的相对反应活性主要归因于亲电反应。次氯酸盐对4,11 -二（乙烯磺酰基）TPDO染料在纤维素膜上的漂白速率小于3,10 -二（二取代三嗪基-氨基-乙基-氨基）TPDO染料的漂白速率，而HP染料的漂白速率呈相反关系。少

项目成果

Kiyoshi Himeno,Yasuyo Okada,and Zenzo Morita: "Photofading of monoazo disperse dyes on polyester and polyamide substrates"Dyes and Pigments. 45. 109-123 (2000)

Kiyoshi Himeno、Yasuyo Okada 和 Zenzo Morita：“单偶氮分散染料在聚酯和聚酰胺基材上的光褪色”染料和颜料。

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)

T.Hihara、K.Himeno：“具有优异牢度的新型噻吩偶氮蓝色分散染料”第 18 届 IFATCC 大会于 9 月 8 日至 10 日在哥本哈根举行。

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)

Hiromi Motomura、Sook-Hee Bee 和 Zenzo Morita：“低离子强度下纤维素羟基的解离”染料和颜料。

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)

Tosio Niwa、Kiyoshi Himeno 和 Tosio Hihara：“使用活性分散染料对 PET/纤维素混合物进行一步印刷和连续染色。”色彩科学和技术的进展。

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)

Kiyoshi Himeno、Yasuyo Okada 和 Zenzo Morita：“单偶氮分散染料在聚酯和聚酰胺基材上的光褪色”染料和颜料。