Synthesis and Application of 3-(6-((4-ethyl -2-hydroxyethyl)amino) phenyl)diazinyl)-1,3-dioxo-1H-benzo[de]isoquinolin-2-(3H)yl)propanoic acid as a Disperse Dye

Gharanjig, K.; Ameri, F.; S. Dadras, F.; Khosravi, A.

Synthesis and Application of 3-(6-((4-ethyl -2-hydroxyethyl)amino) phenyl)diazinyl)-1,3-dioxo-1H-benzo[de]isoquinolin-2-(3H)yl)propanoic acid as a Disperse Dye

Authors

¹ Department of Organic Colorants;Center of Excellence for Color science and Technology, Institute for Color Science and Technology

² Department of Color Physics, Institute for Color Science and Technology

³ Department of Organic Colorants, Institute for Color Sciense and Technology

⁴ Department of Polymer Engineering and Color Technology, Amirkabir University of technology

Abstract

A monoazo disperse dye based on naphthalimide was synthesized by using 3-(6-amino-1,3-dioxo-1H-benzo[de]isoquinoline-2(3H)-yl) propanoic acid as a diazo component and N-ethyl-N-hydroxyethyl aniline as a coupling component. The synthesized dye was purified and characterized by FTIR, 1HNMR, DSC and UV-Vis spectroscopic techniques. The spectrophotometric characteristics of the dye were investigated in various solvents. The results showed that the synthesized dye has a positive solvatochromism. Wavelength of maximum absorption and molar extinction coefficient in acetone were 524.3 nm and 34125 l mol-1cm-1, respectively. The synthesized dye was applied to nylon, polyester and acrylic fibers and the effects of temperature, time and build up were investigated. The results showed that the synthesized dye had a good build up on nylon which gave excellent wash and rubbing fastnesses and fair light fastness.

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