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Synthesis and Characterization of Novel Monoazo Naphthalimide Disperse Dyes Containing Carboxylic Acid Group with High Heat Fastness Properties
Authors:Moosa Sadeghi Kiakhani  Kamaladin Gharanjig  Mokhtar Arami  Javad Mokhtari  Niyaz Mohammad Mahmoodi
Affiliation:1. Amirkabir University of Technology, Textile Engineering Department, Tehran, Iran;2. Institute for Colorants, Paint and Coatings, Department of Organic Colorants, Tehran, Iran;3. University of Guilan, Department of Textile Engineering, Rasht, Iran
Abstract:A group of novel monoazo disperse dyes containing carboxylic acid‐1,8‐naphthalimide group has been synthesized. All intermediates and dyes were purified by recrystalization and the column chromatography method. The purified products were characterized by 1H NMR, 13C NMR, FTIR, DSC, UV‐VIS and Elemental Analysis. Spectrophotometric investigations of the synthesized dyes in different solvents were carried out in order to obtain their absorption maxima, molar extinction coefficients and solvatochromic effects. The absorption maxima of the synthesized dyes in acetone varied (513‐549 nm) and the molar extinction coefficient was (17405‐38939 l/mol cm). By changing the media from chloroform to DMF, the solvatochromism effect for all dyes increased. Dispersion of the synthesized dyes was prepared in water containing dispersing agent and applied to polyester fabrics. The dyed fabrics showed that all of the synthesized dyes were suitable for coloring polyester fibers, producing deep red to bluish red with very good fastness properties.
Keywords:Disperse dyes  Naphthalimide  Heat fastness  Azo dyes  4‐Aminobutyric acid  Synthesis
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