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

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

doi:10.1007/s12221-023-00054-6

Cited by 4 publications

(1 citation statement)

References 42 publications

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“…Researchers developed heterocyclic azo dyes, which can be divided into two main classes: those derived from heterocyclic coupling materials and those derived from heterocyclic mono-azo components. The heterocyclic azo dyes with nitrogen atoms actively participate in a variety of pharmacological actions including, anticancer [20][21], anti-in ammatory [22], antimycotic [23], and antibacterial effects as well as antioxidant [24][25][26] antiviral, anti-diabetic and antitubercular [27][28][29][30][31][32][33][34].…”

Section: Introductionmentioning

confidence: 99%

Spectroscopic Studies on Structurally Modified Anthraquinone Azo Hydrazone Tautomer: Theoretical and Experimental Approach

Shekharagouda,

Mamatha,

Nagaraju

et al. 2024

J Fluoresc

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A series of unique four mono-azo substituted anthraquinone analogue were synthesized by using the anthraquinone components in the diazo-coupling technique. The FT-IR, 1 H NMR, and HRMS, data were used to con rm the structure of the molecules, and spectroscopic techniques like UV-Vis, and photoluminescence spectroscopy were employed to estimate the photophysical properties of the molecules. The molecular optimized geometry and frontier molecular orbitals were estimated using density functional theory. Further, global chemical reactivity descriptors parameter was theoretically estimated using the value of the highest occupied molecular orbit and lowest unoccupied molecular orbits. The anti-tubercular action of the synthesised dyes were also examined. The results of this biological activity showed that N-isopropyl aniline combined with anthraquinone Nisopropyl aniline had superior anti-tubercular activity when compared to Rifampicin as the standard. As per molecular docking studies, the synthesized compound Q1 showed excellent binding energy (-10.0 kcal/mol) among all compounds against the 3ZXR Protein. These results agreed with our in-vitro anti-TB activity results.

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Section: Introductionmentioning

confidence: 99%

Spectroscopic Studies on Structurally Modified Anthraquinone Azo Hydrazone Tautomer: Theoretical and Experimental Approach

Shekharagouda,

Mamatha,

Nagaraju

et al. 2024

J Fluoresc

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Recycling of polyester bottle waste to generate functional acid dye in situ on wool

Singh,

Sheikh

2024

J of Applied Polymer Sci

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Nowadays, waste management is gaining popularity to reduce the environmental impact made by human beings. There is a dire need to decrease the pollution caused by plastic materials. A gradual rise in the demand for polyester bottles has generated a need to recycle these materials. In the present work, an aromatic amine (4,4′‐(1,4‐phenylenebis(1,3,4‐oxadiazole‐5,2‐diyl)) dianiline) was prepared from the polyester bottle waste. The successful synthesis and chemical structure of the amine was confirmed by various characterization techniques such as Fourier transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance spectroscopy (1H NMR), and 13C NMR. The amine was diazotized and coupled with H‐acid (4‐amino‐5‐hydroxy‐2,7‐naphthalene disulfonic acid)‐treated wool fabric to generate acid dye in situ on the fabric. The coloration (L*, a*, b*, and K/S) and fastness properties of dyed wool were evaluated, and the samples were further analyzed for antibacterial and UV‐protective properties. The dyed wool was also characterized by FTIR to confirm the presence of the aromatic group of the dye. The introduction of dye structure on the wool increased the thermal stability of the fabric, which was confirmed through thermogravimetric analysis analysis. Antibacterial activity (>70%) and excellent UV protection were retained by dyed wool after 20 washes. Furthermore, the dyed wool was found nontoxic under the cytotoxicity evaluation test.

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Novel emissive styryl dyes from 9-methoxy anthracene: Synthesis, photophysical, thermal stability, viscosity, and DFT study

Patil,

Ingole,

Gupta

et al. 2025

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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

Cited by 4 publications

References 42 publications

Spectroscopic Studies on Structurally Modified Anthraquinone Azo Hydrazone Tautomer: Theoretical and Experimental Approach

Spectroscopic Studies on Structurally Modified Anthraquinone Azo Hydrazone Tautomer: Theoretical and Experimental Approach

Recycling of polyester bottle waste to generate functional acid dye in situ on wool

Novel emissive styryl dyes from 9-methoxy anthracene: Synthesis, photophysical, thermal stability, viscosity, and DFT study

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