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

•N-, S-, O-substituted-1,4-naphthoquinone derivatives were synthesized.•All synthesized compounds were characterized by different spectroscopic techniques.•Dyeability of substituted naphthoquinones were investigated 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, 1H and 13C 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.

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