Synthesis of monoazo disperse dyes derived from N-(1-phthalimidyl)-naphthalimides and their dyeing properties on polyester fabrics

Purpose This paper aims to synthesize a novel series of monoazo disperse dyes based on N-(1-phthalimidyl)-naphthalimides by coupling with substitute anilines, naphthylamines and naphthol derivatives. Design/methodology/approach The purification of the intermediates and the dyes was carried out by re...

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Bibliographic Details
Published in:Pigment & resin technology 2024-11, Vol.53 (6), p.999-1007
Main Authors: Suleiman Pendo, Ukanah, Ademola Bello, Kasali, Yakubu, Mohammed Kabir, Giwa, Abdulraheem, Ameuru, Umar Salami, Harifi-Mood, Ali Reza, Ziyaei Halimehjani, Azim
Format: Article
Language:English
Subjects:
Accumulation
Aniline
Cellulose acetate
Color fastness
Deuteration
Dyes
Ethanol
Fabrics
Halochromism
High temperature
Hydrochloric acid
Light fastness
Magnetic resonance spectroscopy
NMR
Nuclear magnetic resonance
Perspiration
Polyesters
Recrystallization
Solvents
Spectrophotometry
Synthesis
Textiles
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Summary:Purpose This paper aims to synthesize a novel series of monoazo disperse dyes based on N-(1-phthalimidyl)-naphthalimides by coupling with substitute anilines, naphthylamines and naphthol derivatives. Design/methodology/approach The purification of the intermediates and the dyes was carried out by recrystallization. The structures of the synthesized intermediates and the dyes were elucidated by spectroscopic techniques. The absorption maxima, molar extinction coefficient and halochromic properties of the dyes were determined spectrophotometrically using solvents of different polarity. Findings The dyes were applied on polyester using a high-temperature high-pressure dyeing machine, and the dyeing performance parameters such as colour build-up on fabrics, wash fastness, perspiration fastness and light fastness were evaluated. The colour build-up was found to be very good and the wash fastness (4–5) and perspiration fastness (4–5) were excellent, whereas the light fastness was found to vary from moderate to very good (3–6). Research limitations/implications It is not possible to investigate the structure of the synthesized dyes by nuclear magnetic resonance spectroscopic analysis due to the low solubility of dyes in deuterated solvents. Originality/value A novel method for the synthesis of a new category of monoazo disperse dyes based on N-(1-phthalimidyl)-naphthalimides was developed. These dyestuffs could be used in textile printing of polyester fabrics.
ISSN:0369-9420
0369-9420
1758-6941
DOI:10.1108/PRT-11-2022-0139