新型偶氮染料的合成及其染色性能研究

Synthesis and dyeing properties of novel azo dye

以杯[4]芳烃、苯佐卡因、三卡因和盐酸普鲁卡因为原料,通过芳胺的重氮化-偶合反应合成了3个新型的偶氮基杯[4]芳烃衍生物6a、6b、6c,收率分别为83%、81%、83%。经IR、~1H NMR和元素分析进行结构表征。通过紫外可见光谱考察了偶氮基杯[4]芳烃衍生物在溶液不同pH条件下的光谱性质,并通过上染曲线、得色深度、色牢度研究其染色性能。结果表明,随着pH的增大,偶氮基杯[4]芳烃衍生物6a、6b、6c发生偶氮-醌腙异构互变,最大吸收峰红移;化合物在碱性条件下的染色效果比酸性条件好,其中化合物6a的上染率高达78%,表面得色深度为2.798,耐干、湿摩擦色牢度和耐皂洗色牢度均为4级,是一种较好的分散染料。

Three novel azocalix [4] arene compounds were synthesized through diazo-coupling reaction using calix [4] arene, benzocaine, tricaine and procaine hydrochloride as raw materials, and the yield of compounds 6a, 6b and 6c was up to 83%, 81% and 83%, respectively. The compound structure was characterized by IR,~1H NMR and elemental analysis. The spectra properties of azocalix [4] arene in different p H of solution were investigated by UV-Vis. The dyeing properties were studied by the dyeing curve, color depth and fastness test. The results indicated that the increase of p H led to azo-quinoid tautomerizm phenomena of azocalix [4] arene compounds 6a, 6b and 6c, and the maximum absorption peak occurred red-shift. The novel azocalix [4] arene compounds had an outstanding dyeing ability under basic condition than acid condition, and the dyeing percentage of compound 6a was as high as 78%, the K/S value was 2.798, the soaping fastness and dry and wet rubbing fastnesses were all level 4, indicating the compound 6a was a good disperse dye.