Photophysical properties and photostability of novel 2-amino-3-benzo-thiazole thiophene-based azo disperse dyes

被引:3
作者
Gupta, Puja O. [1 ,2 ]
Sekar, Nagaiyan [1 ,2 ]
机构
[1] Inst Chem Technol, Dept Dyestuff Technol, Mumbai 400019, Maharashtra, India
[2] Inst Chem Technol, Dept Special Chem Technol, Mumbai 400019, Maharashtra, India
关键词
Thiophene-based azo dyes; Dyeing; Fastness properties; UPF; Antimicrobial activity; DFT and TD-DFT; TD-DFT; DERIVATIVES; ELECTROPHILICITY; COUMARIN;
D O I
10.1016/j.jphotochem.2024.115924
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The design, synthesis, and use of four new thiophene-based dispersed azo dyes with salicylic and carboxylic acid acceptors are shown in this work. The produced dyes exhibit a wide range of light absorption characteristics, including near UV-visible, and deep red wavelengths. PG9 and PG12, which are thiophene disperse azo dyes with carboxylic acid acceptor, showed red-shifted absorption, but PG10 and PG11, which are azo dyes with salicylic acid, showed blue-shifted absorption. The synthesized dyes exhibited good photostability in solvents. The experimental results are supported by theoretical results from Density Functional Theory (DFT) and TimeDependent Density Functional Theory (TD-DFT). Furthermore, the dyes exhibit outstanding dyeability with percentage exhaustion characteristics of 90% when applied to acrylic, nylon, and polyester fabrics. Rich shades ranging from deep orange to black are seen in the dyed fabrics. Salicylic acid acceptor-dyed materials have higher K/S values when applied to nylon-dyed fabrics, while acrylic and polyester-dyed fabrics respond better to carboxylic acid acceptor dyes. The fabrics that have been colored display exceptional light, wash, and rubbing fastness. In light and wash fastness, polyester-dyed fabrics performed better than acrylic and nylon-dyed fabrics. Studies on UV protection show that fabrics with high UPF ratings can block damaging UV-A and UV-B radiation efficiently. All synthetic dyes have their antibacterial activity assessed using the AATCC 100 test method, which is associated with the HOMO-LUMO energy gap.
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页数:11
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