Synthesis and Application of a Novel Fluorescent Reactive Dye Based on Fused Iminocoumarin on Cotton Fabric

Document Type : Original Article

Authors

1 Department of Textile Engineering, Yazd University, P.O. Box: 8915818411, Yazd, Iran

2 Department of Organic Colorants, Institute for Color Science and Technology, P.O. Box: 16765-654, Tehran, Iran

Abstract

This research has studied the synthesis and characterization of two novel red dyes based on fused iminocoumarin. For this purpose, 3-(diethylamino)-7-imino-7H-benzo[4,5] imidazo[1,2-a] chromeno[3,2-c]pyridine-6-carbonitrile) was reacted with cyanuric chloride. The product was then substituted with nicotinic acid to obtain a novel fluorescent reactive dye
(E)-3-carboxy-1-(4-chloro-6-((6-cyano-3-(diethylamino)-7H-benzo[4,5] imidazo [1,2-a]chromeno[3,2-c]pyridin-7-ylidene)amino)-1,3,5-triazin-2-yl) pyridin-1-ium chloride. FTIR, 1HNMR, 13CNMR, and elemental analysis studied the characterization of the synthesized dyes. The spectral properties of novel dyes such as absorption and emission wavelengths, molar extinction coefficients, half bandwidth, quantum yields, Stokes shifts, and oscillator strength were investigated in four different solvents (water, dimethyl sulfoxide, methanol, and acetone). The absorption and emission wavelength of dyes were in the range of 525-547 nm and 581-596 nm in different polarities of solvents, respectively. The results demonstrated a positive solvatochromism effect for both dyes. However, a more bathochromic shift occurred for the nicotinic acid derivative. The cationic water-soluble dye was treated on cotton fabrics. The exhaustion, fixation, color characteristics, fastness properties, and fluorescent intensity of dyed fabrics were evaluated as a new fused iminocoumarin fluorescent reactive fluorescent dye in red gamut.

Keywords

Main Subjects

References

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Progress in Color, Colorants and Coatings
Volume 16, Issue 1
February 2023
Pages 71-81

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