학술논문

Synthesis and dyeing properties of indophenine dyes for polyester fabrics.
Document Type
Article
Source
Dyes & Pigments. Jul2019, Vol. 166, p130-139. 10p.
Subject
*DYES & dyeing
*ANTHRAQUINONE dyes
*POLYESTERS
*AZO dyes
*DENSITY functional theory
*ALKYL group
Language
ISSN
0143-7208
Abstract
Abstract In this study, a series of indophenine dyes (D1 - D6) that show high molecular planarity, were synthesized and applied as dyeing materials for poly (ethylene terephthalate) fabrics. The relationship between the dye molecular structure and dyeing properties, such as dyeing rate and color fastness properties, was investigated. Compared with conventional azo or anthraquinone dyes, the indophenine dyes had a much lower dyeing rate but very good anti-thermomigration properties. This phenomenon indicated that there exists much larger intermolecular interaction between indophenine dye molecules, which was also confirmed by the results of quantum chemical density functional theory (DFT) calculations. The substituent effect of alkyl groups and halogen atoms (F and Cl) was also investigated. The steric hindrance of linked ethyl groups could efficiently promote dyeing performance, while halogen atoms lowered the color acquisition. As a result, D4 with only two N -ethyl groups incorporated on the indophenine backbone showed the best overall dyeing performance. Highlights • A series of indophenine dyes containing N -ethyl groups or F/Cl atoms were synthesized. • The synthesized blue indophenine dyes could dye polyester fabric with excellent wet fastness. • The quinoidal planarity of indophenine molecule provides large intermolecular interaction energy. • N -ethyl groups favor the dyeing process, while fluorine or chlorine atoms lower the color acquisition. [ABSTRACT FROM AUTHOR]