In view of our continuing interests in application of quinoidal heterocyclic structure into textile dyestuffs, we report here the design and synthesis of four new water-soluble dyes D1-D4 that based on indophenine structure and bearing alkyl chains with different lengths. Their properties on geometry, electronic structure, solubility, thermal stability and absorption spectra have been well investigated. Then, the dyeing ability of D1-D4 is checked by application into dyeing of wool, silk and nylon fabrics and is compared with three commercial acid dyes. The effect of quinoidal coplanarity of indophenine backbone and alkyl substituents on dyeing performance has been revealed. Our study clearly demonstrates that the introduction of rigid quinoidal heterocyclic structure with high coplanarity as the chromophore backbone is an efficient method for the design of high-performance acid dyestuffs in terms of exhaustion, coloring strength and wet fastness.

鉴于我们对将喹啉杂环结构应用于纺织品染料的持续兴趣，在此我们报告了四种基于吲哚芬宁结构并带有不同长度烷基链的水溶性染料D1 - D4的设计和合成。它们在几何形状，电子结构，溶解度，热稳定性和吸收光谱方面的性质已得到很好的研究。然后，D1 - D4的染色能力可通过应用于羊毛，丝绸和尼龙织物的染色来进行检验，并与三种市售酸性染料进行比较。已经揭示了吲哚芬骨架和烷基取代基的喹啉共平面性对染色性能的影响。我们的研究清楚地表明，引入具有高共面性的刚性喹啉杂环结构作为生色团骨架是一种在消耗，着色强度和湿牢度方面设计高性能酸性染料的有效方法。