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

Ukanah Suleiman Pendo (Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria, Nigeria)
Kasali Ademola Bello (Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria, Nigeria)
Mohammed Kabir Yakubu (Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria, Nigeria)
Abdulraheem Giwa (Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria, Nigeria)
Umar Salami Ameuru (Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria, Nigeria)
Ali Reza Harifi-Mood (Faculty of Chemistry, Kharazmi University, Tehran, Iran)
Azim Ziyaei Halimehjani (Faculty of Chemistry, Kharazmi University, Tehran, Iran)

Pigment & Resin Technology

ISSN: 0369-9420

Article publication date: 14 August 2023

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Abstract

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.

Keywords

Acknowledgements

Author contribution: All the authors listed have contributed immensely to the writing and development of this article.

Conflict of interest: The authors have declared that there is no conflict of interest among them.

Since acceptance of this article, the following author has updated their affiliation: Azim Ziyaei Halimehjani is at the Department of Chemistry, Sharif University of Technology, Tehran, Iran.

Citation

Suleiman Pendo, U., Ademola Bello, K., Yakubu, M.K., Giwa, A., Ameuru, U.S., Harifi-Mood, A.R. and Ziyaei Halimehjani, A. (2023), "Synthesis of monoazo disperse dyes derived from N-(1-phthalimidyl)-naphthalimides and their dyeing properties on polyester fabrics", Pigment & Resin Technology, Vol. ahead-of-print No. ahead-of-print. https://doi.org/10.1108/PRT-11-2022-0139

Publisher

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Emerald Publishing Limited

Copyright © 2023, Emerald Publishing Limited

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