Synthesis of an anthraquinonoid blue dye based on one-pot amination reactions and its coloration in SCF-CO2

Xinyue Wang, Yue Fan ,  Jiajie Long *
College of Textile and Clothing Engineering,National Scientific Research Base for Waterless Coloration with Supercritical Fluid (China Textile Engineering Society)， Jiangsu Engineering Research Center of Textile Dyeing and Printing for Energy Conservation, Discharge Reduction and Cleaner Production (ERC), Soochow University, Suzhou 215123, China

Developing new reactive disperse dyes and applying them to dye natural fiber substrates in the supercritical fluid of carbon dioxide (SCF–CO2) is of great importance for ecological protection and the sustainable development of the textile industry. In this work, a reactive disperse dye with an anthraquinonoid chromogen in blue hue and a dichlorotriazine reactive group was successfully designed and synthesized. The precursor of the anthraquinonoid derivative reactive disperse dye was synthesized with a one-pot amination reaction method by employing the reactions between 1, 4-dihydroxyanthraquinone or its cryptochrome 1, 4-diaminoanthraquinone and aniline, ethylenediamine. Then, the precursor was subjected to continuously react with a reactive group of cyanuric chloride to obtain a dichlorotriazine type reactive disperse dye. Moreover, the chemical structures and color characteristics of the final dye, as well as the precursor, were characterized and confirmed by Fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (1H NMR), and ultraviolet–visible absorption spectroscopy (UV–Vis). Additionally, the anthraquinonoid derivative reactive disperse dye was preliminarily applied to the coloration of cotton and wool substrates in SCF-CO2. The coloration results show that the staining fastness and the dry, wet rubbing fastness of the reactive disperse dye on both cotton and wool substrates were satisfactory.

https://doi.org/10.1016/j.dyepig.2024.112029