Synthesis of N-, S-, O-substituted quinone dyes and their dyeability on polyester fibers

The aim of this study was synthesis of substituted naphthoquinone derivatives and testing of their dyeability on polyester fibers. There are few studies concerned with dyeing properties of heteroatom-substituted-1,4-naphthoquinone compounds in the literature. A series of N-, S-, O-substituted-1,4-naphthoquinone compounds were synthesized via vinylic substitution. Their structures were determined by infrared spectrometry, H-1 and C-13 nuclear magnetic resonance spectroscopy, mass spectrometry and elemental analysis. The ultraviolet-visible absorption spectra of the dyes were examined in different solvents. The dyes were applied to polyester fibers and dyeing properties were investigated. The rubbing fastness, wash fastness and optical properties of the synthesized compounds also were measured. (C) 2016 Elsevier B.V. All rights reserved.