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Anthrone-Based Carbocyclic Azo Dyes: Synthesis, Dyeing, UV Protection, Anti-microbial Activity and Computational Study

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Abstract

Anthrone- and aniline-based azo dyes (4a-4i) are synthesized and well characterized. These dyes are further applied to wool, nylon, polyester, and acrylic fabrics. Fastness properties, including light, wash, and rub for dyed fabrics, were studied and found to be better for polyester and nylon than wool and acrylic substrate. Better sublimation fastness was obtained on polyester than nylon at 210 °C. The ultraviolet protection factor (UPF) of all dyed textiles was detected to block ultraviolet radiation (UVR) in the range of 93–97%. Nylon, wool, and acrylic dyed fabric showed excellent, while polyester showed good ultraviolet protection activity. All the dyes are effective against “(S. aureus) gram + ve” and “(K. pneumoniae) gram −ve” bacteria. The fabric dyed with the azo dye obtained from the p-COOH (4a), p-CH3 (4d), p-NO2 (4 g), and p-NHCOCH3 (4i) substituted anilne derivatives were as found to have ≥ 98% potent inhibition. The HOMO–LUMO gap and other chemical reactivity descriptors, such as electrophilicity index, chemical hardness, and chemical potential, are calculated using the density functional theory (DFT) method.

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Authors and Affiliations

  1. Department of Speciality Chemical Technology, Institute of Chemical Technology, N. P. Marg, Matunga, Mumbai, Maharashtra, 400019, India

    Praful S. Patil, Puja O. Gupta, Gauri S. Ingole & Nagaiyan Sekar

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  1. Praful S. Patil
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  2. Puja O. Gupta
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Patil, P.S., Gupta, P.O., Ingole, G.S. et al. Anthrone-Based Carbocyclic Azo Dyes: Synthesis, Dyeing, UV Protection, Anti-microbial Activity and Computational Study. Fibers Polym 24, 1285–1296 (2023). https://doi.org/10.1007/s12221-023-00054-6

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