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Hamed Forootan,Kamaladin Gharanjig,Ebrahim Ghasemi,Majid Mazhar,Aylin Gharanjik,Shima Jahankaran 한국섬유공학회 2023 Fibers and polymers Vol.24 No.2
Two novel perylene-based acid dyes were synthesized to produce fluorescent polyamide fabrics. The dyes were made by reactingperylene-3,4,9,10-tetracarboxylic acid dianhydride (PTCA) with sulfanilic acid and 1-amino-8-hydroxy-3,6-naphthalenedisulfonic acid (H-acid) in imidazole as a solvent. FTIR, 1HNMR, UV–Vis, elemental analysis, and spectro-luminescencewere used to characterize the synthesized dyes. Dyes with approximately similar maximum wavelengths had molar absorptioncoefficients of 42,996 and 8636 l mol-1 cm-11 in water. The dyes showed a negative solvatochromism effect with changing thepolarity of solvents from water to methanol. Also, the sulfanilic acid-based dye had a higher quantum efficiency (φ = 0.79)and stokes shift (1999 cm-1) than the H-acid-based dye in water. The DFT method analyzed the synthesized dyes' HOMO,LUMO, bandgap, dihedral angles, and angle of substitution. Both dyes had the same bandgap and dihedral angles. Substitutedsulfanilic acid derivative had more planar structure than H-acid derivative. The synthesized molecules were used to dyepolyamide fabrics. Dyeing kinetics were based on pseudo-second-order and Langmuir isotherms. Also, the sulfanilic-acidderivative had more build-up on polyamide fabrics. According to fabric fastness tests, synthetic dyes had excellent washingand rubbing stability but weak to moderate light fastness. Finally, the fluorescent properties of dyed fabrics were obtained.