Photostable coumarin containing azo dyes with multifunctional property. (April 2019)

• Record Type: Journal Article
• Authors: Ayare, Nitesh N.; Ramugade, Supriya H.; Sekar, Nagaiyan
• Is Part Of: Dyes and pigments. Volume 163(2019)
• Page Start: 692
• Page End: 699
• Publication Date: 2019-04
• Subjects: Coumarin-azo dyes -- Fastness property -- UPF -- Antimicrobial activity -- HOMO-LUMO gap -- Global reactivity descriptors; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2018.12.050
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: A series five coumarin azo disperse dyes with thiophene bridge are synthesized using diazotized aniline derivatives which are confirmed by FT-IR, 1 H NMR, 13 C NMR, and CHN analysis. The dyes are applied on polyester and nylon material. The multifunctional properties (lightfastness, washing fastness, sublimation fastness, K/S, UPF, and antimicrobial activity) of the dyed fabric are determined. The dye3a (-NO2 ) show red shifted absorption (649 nm) and blocking 95.5–97.4% of UV radiations with 96% antimicrobial property. The geometries of all the azo dyes are optimized using Density Functional Theory (DFT). The Global Reactivity Descriptors (GRD) are evaluated at the same method of theory. The GRD obtained shows a linear relation with lightfastness and UPF ratings. The antimicrobial activity of all synthesized dyes are determined by AATCC 100 test method and it is correlated with the HOMO-LUMO energy band gap. Graphical abstract: Highlights: Five coumarin disperse azo dyes with thiophene bridge are synthesized. 3a show red shifted absorption i.e. 649 nm, high UPF and antimicrobial activity.3a has (-NO2 ) a strong acceptor with increased pi-conjugation. They show UPF and antimicrobial property effect on textile fabric. The lightfastness, UPF and antimicrobial property are correlated with help of Density Functional Theory (DFT).