期刊
FIBERS AND POLYMERS
卷 23, 期 9, 页码 2667-2678出版社
KOREAN FIBER SOC
DOI: 10.1007/s12221-022-0150-2
关键词
Fluorescent dyes; Phthalimide; Hydrazone dyes; Poly(ethylene terephthalate); Dyeing
资金
- National Research Foundation of Korea (NRF) - Korean Government (MSIT) [NRF-2021R1A2C1013362]
- Korea Institute for Advancement of Technology (KIAT) - Korean Government (MOTIE) [P0012770]
A series of fluorescent phthalimidylhydrazone disperse dyes based on pyrrolinone esters were synthesized and characterized. The dyes showed high fluorescence intensity and color fastness. By modifying the length of the N-alkyl substituent, the color yield of the dyes on poly(ethylene terephthalate) fabric can be improved. Furthermore, the dyes demonstrated excellent color fastness after a mild alkaline treatment, which is environmentally friendly.
A series of fluorescent phthalimidylhydrazone disperse dyes based on pyrrolinone esters were synthesized and characterized using Fourier-transform infrared spectroscopy, proton nuclear magnetic resonance (H-1-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 H-1-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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