The comparison of spectra and dyeing properties of new azonaphthalimide with analogues azobenzene dyes on natural and synthetic polymers

• Main Authors: Mozhgan Hosseinnezhad, Alireza Khosravi, Kamaladin Gharanjig, Siamak Moradian
• Format: Article
• Language: English
• Published: Elsevier 2017-05-01
• Series: Arabian Journal of Chemistry
• Subjects: Monoazo acid dyes; Wool fabrics; Polyamide fabrics; Dyeing; 4-Aminonaphthalimide; Color fastnesses
• Online Access: http://www.sciencedirect.com/science/article/pii/S1878535213004553

The aim of the present research was to prepare new acid dyes based on naphthalimides. In this respect a series of monoazo acid dyes have been obtained using 4-amino-N-methyl (alternatively N-butyl)-1,8-naphthalimide, aniline and p-nitroaniline as diazo components. 2-Naphthol-6-sulfonic acid (Schaeffer’s acid) and 1-naphthol-8-amino-3,6-disulfonic acid (H-acid) were used as coupling components. The spectrophotometric properties of the synthesized dyes were investigated in various solvents and compared with analogues azobenzene dyes. It is found, when acid dyes are applied in various solvents and different pH, additional bathochromically shifted bands of different intensity appear in the electronic spectra. This effect is caused by the occurrence of the equilibrium of azo and hydrazone forms in the dyes. The synthesized acid dyes were applied on wool fabrics in order to consider their dyeing properties, fastnesses and the obtainable color gamut. The synthesized dyes represented that they have the ability of dyeing wool and polyamide fabrics and give red to violet hues with good wash, medium light, and good milling and perspiration fastnesses.