Synthesis and Spectral Properties of Fluorescent Phthalimidylhydrazone Disperse Dyes and their Application to Poly(ethylene terephthalate) Dyeing 


Vol. 23,  No. 9, pp. 2667-2678, Sep.  2022
10.1007/s12221-022-0150-2


  Abstract

A series of fluorescent phthalimidylhydrazone disperse dyes based on pyrrolinone esters were synthesized and characterized using Fourier-transform infrared spectroscopy, proton nuclear magnetic resonance (1H-NMR) spectroscopy, and elemental analysis. The synthesized dyes were confirmed to be keto-hydrazone tautomers and were found to be mixtures of Z/E isomers, with the Z form being predominant, via 1H-NMR spectroscopy. Although the effect of N-alkylation in phthalimide on the absorption spectra and color properties of the dyed poly(ethylene terephthalate) (PET) was negligible, dyes that contained a longer N-alkyl substituent achieved higher color yields on the PET fabrics, owing to their increased hydrophobicity. The synthesized dyes exhibited a reasonably intense fluorescence in the solution state, with a quantum yield of 0.109-0.122, as well as in the dyed fabric. The phthalimidylhydrazone disperse dyes exhibited excellent color fastness after a mild alkaline treatment instead of the conventional reduction clearing, which causes environmental problems due to the high biochemical oxygen demand and alkalinity in dyehouse effluents.

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  Cite this article

[IEEE Style]

K. Youm, S. Kumar, J. Koh, "Synthesis and Spectral Properties of Fluorescent Phthalimidylhydrazone Disperse Dyes and their Application to Poly(ethylene terephthalate) Dyeing," Fibers and Polymers, vol. 23, no. 9, pp. 2667-2678, 2022. DOI: 10.1007/s12221-022-0150-2.

[ACM Style]

Keechul Youm, Santosh Kumar, and Joonseok Koh. 2022. Synthesis and Spectral Properties of Fluorescent Phthalimidylhydrazone Disperse Dyes and their Application to Poly(ethylene terephthalate) Dyeing. Fibers and Polymers, 23, 9, (2022), 2667-2678. DOI: 10.1007/s12221-022-0150-2.

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pISSN : 1229 - 9197
eISSN : 1875 - 0052

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