Synthesis and Dyeing Properties of New Bi-heterocyclic Disperse Dyes Containing Pyridone Group for Polyester Fabrics
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ISSN 1229-9197 (print version) ISSN 1875-0052 (electronic version)
Synthesis and Dyeing Properties of New Bi-heterocyclic Disperse Dyes Containing Pyridone Group for Polyester Fabrics Xiyu Song1, Aiqin Hou2, Kongliang Xie1*, and Tingli Hu2* 1
College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China 2 National Engineering Research Center for Dyeing and Finishing of Textiles, Donghua University, Shanghai 201620, China (Received March 17, 2019; Revised August 29, 2019; Accepted December 4, 2019)
Abstract: A series of novel bi-heterocyclic disperse dyes containing N-ethyl-3-cyano-4-methyl-6-hydroxy-2-pyridine group were synthesized. The structures of the bi-heterocyclic dyes were characterized by Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance spectroscopy (1H-NMR), UV-vis spectrophotometry, and elemental analysis. The distinct spectral behavior and solvatochromic effect of the dyes were discussed. The dyeing properties of the dyes for polyethylene terephthalate (PET) fabric were investigated. Novel bi-heterocyclic disperse dyes had higher molar absorption coefficient, good color strength, and excellent fastness properties, especially light fastness. The bi-heterocyclic disperse dyes have potential research value in the development of high light resistant dyes and functional dyes. Keywords: Bi-heterocyclic disperse dyes, Solvatochromic effect, Dyeing, Polyester fabric, Light fastness
In this paper, a series of novel bi-heterocylic dyes containing heterocyclic structures both in diazo and coupling components were synthesized and characterized. The distinct spectral behavior and solvatochromic effect were discussed. Their dyeing properties on PET fabric were also investigated.
Introduction In last decades, remarkable progress has been achieved on synthesis and application of azo dye [1,2]. Aromatic heterocyclic structures introduced into azo dyes have attracted great attention due to their versatile applications in chemosensors, dye-sensitized solar cells, non-linear optical materials, biological chemistry, nanomaterials, and other frontier fields. A series of amino-substituted thiazole, isothiazole, thiophene compounds afford very strong electronegativity as diazo components. The structures are easy to be designed for donor-π-acceptor (D-π-A) molecular structure due to the presence of azo π-conjugated system. Dπ-A chromosphere system has extensive π-system delocalized between the acceptor and donor units across the azo linkage. So, the dyes show a pronounced bathochromic effect, high tinctorial strength and give brighter color compared to the corresponding benzenoid compounds [3-5]. A series of azobenzene dyes using pyridone derivatives as coupling compounds have been reported [5-7], and methyl and ethyl N-substituted derivatives are investigated and show excellent brilliant color and color-deepening effects [8-10]. The relationship between structure and ultraviolet absorption spectra of the azobenzene pyridone dyes has also been investigat
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