Multifunctional properties of benzophenone based acid dyes: Synthesis, spectral properties and computational study. (September 2020)

• Record Type: Journal Article
• Authors: Bait, Smita; Shinde, Suvidha; Adivarekar, Ravindra; Sekar, Nagaiyan
• Is Part Of: Dyes and pigments. Volume 180(2020)
• Publication Date: 2020-09
• Subjects: Acid azo dyes -- 2, 4-Dihydroxy benzophenone -- 2-Hydroxy-4-methoxy benzophenone -- Antibacterial activity -- UPF rating -- Electrophilicity index; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2020.108420
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: The two series of benzophenone based acid dyes are synthesized using diazotized derivatives of amino benzene sulfonic acid and amino benzoic acid, which were characterized by 1 H NMR, 13 C NMR, CHN analysis and FTIR. They are applied on wool and silk substrate, and their functional properties such as UPF, antibacterial activity and fastness properties are evaluated. The 2, 4-dihydroxy benzophenone series showed red shifted absorption and emission compared to 2-hydroxy-4-methoxy benzophenone series. The dyes show excellent UV protection on wool (UPF<40). The dyes and dyed fabrics shows acceptable antibacterial activities for Gram (+) Staphylococcus Aureus (ATCC 6538), Bacillus Subtilis (ATCC 6633) and Gram (−) Klebsiella Pneumonia (ATCC 4352), Salmonella Typhi (ATCC 6539) bacteria. All the fabrics dyed using synthesized dyes can be explored for functional clothing. Frontier Molecular Orbital diagrams obtained and HOMO-LUMO energy band gap was selected to calculate the electrophilicity index values of dyes using Density Functional Theory (DFT). Highlights: Novel multifunctional acid dyes are synthesized using hydroxy benzophenones. The dyes show generation of ROS, photostability, UV protection and antibacterial activity. Electrophilicity and HOMO-LUMO energy gap correlate with UPF and antibacterial activity.