Synthesis and Application of Monoazo Disperse Dyes Derived from Naphthalimide Derivatives on Polyester Fabrics
1 Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria. Nigeria
2 Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria-Nigeria
3 Ahmadu Bello University Zaria
4 Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria, Nigeria
* Corresponding author: blessingdaniel7891@gmail.com
2 Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria-Nigeria
3 Ahmadu Bello University Zaria
4 Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria, Nigeria
* Corresponding author: blessingdaniel7891@gmail.com
Abstract
New series of monoazo disperse dyes were synthesized using 6-amino-2-(4-(4-aminobenzyl)phenyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione by coupling with differentsubstituted anilines and naphthalene derivatives. The synthesized intermediates and the dyeswere purified by recrystallization method. The structure of the synthesized intermediates anddyes were characterized using FTIR, 1HNMR, MS and UV-visible spectroscopic techniques.The spectrophotometric investigation of the synthesized dyes in solvent of different polaritieswere carried out in order to obtain their absorption maxima and molar extinction coefficient.The wavelength of maximum absorption of all the synthesized dyes ranging from 425–591 nmand molar extinction coefficient ranging from 14,300 – 35,400 Lmol-1cm-1 in DMF, thus,making them suitable for use as commercial dyes. The synthesized dyes were applied onpolyester fabrics using carrier exhaust dyeing method at 100⁰C. The colour build up and dyeingproperties such as wash, light and perspiration fastness were evaluated to be very good toexcellent with fastness rating of (3-5) for wash and perspiration fastness and rating of (4-6) forlight fastness. The remarkable degree of brightness after washing is an indication of goodaffinity of the dyes on the fabrics.
Keywords
Disperse dyes
Solvatochromism
Dyeing
Polyester fabrics
Fastness properties
References
- Ameuru, U.S., Yakubu, M.K., Bello K.A., Nkeonye P.O. and Halimehjani A.Z. (2019). Synthesis and Application of Monoazo disperse dyes derived from 4-amino-N-hexadecyl-1,8-naphthalimide and their dyeing properties on polyester fabrics, 5, pp. 1-10.
- Behect B. (2017). Colour concept in textiles: A review. Journal of Textile Engineering & Fashion Technology.
- Khosravi, A., Mordian,S., Gharanjig, K. and Afshar Taromi, F. (2006). Synthesis and Spectroscopic studies of some Naphthalimide Based Disperse Azo Dyestuffs for Dyeing of Polyester Fibres, Dye and Pigments, 69, pp. 79-92.
- Shaki, H., Gharanjig, K. and Khosravi A. (2014). Spectral, dyeing and antimicrobial properties of some monoazo naphthalimide dyes on polyamide, Indian Journal of Fibre and Textile Research, Vol. 40, pp. 425-430.
- Al-Etaibi A and El-Apasery, MA. (2020) comprehensive review on the synthesis and versatile applications of biologically active pyridone- based disperse dyes. International Journal of Environmental Research and Public Health.
- Maradiya, H.R. (2010). Synthesis and Dyeing performance of some Novel Thiazole Azo Disperse Dyes. Journal of the Saudi Chemical Society. 14, pp. 77-81.
- Otutu, J. O. (2013). Synthesis and application of azo dyes derived from 2-amino-1,3,4-thiadiazole-2-thiol on polyester fibre, Inter. J. Res. Rev. Appl. Sci., 15, 292-296.
- Gharanjig, K., Arami, M., Rouhani, S., Bahrami, H., Movassagh, B. and Mahmoodi, N. (2007). Synthesis and Characterization of Novel Monoazo N-ester-1, 8 naphthalimide Disperse Dyestuffs Journal of Chinese Chemical Society 54, 1021. [https://doi.org/10.1002/jccs.200700147](https://www.google.com/search?q=https://doi.org/10.1002/jccs.200700147)
- Parvizi, P., Khosravi, A.R., Moradian, S. and Gharanjig, K. (2009). Journal of Chemical Society 56, 1035. [https://doi.org/10.1002/jccs.200900150](https://www.google.com/search?q=https://doi.org/10.1002/jccs.200900150)
- Bojinov, V.B. and Konstantinova, T.N. (2007). Fluorescent 4-(2, 2, 6, 6-tetramethylpiperidin-4-ylamino)-1,8-naphthalimide pH chemosensor based on photoinduced electron transfer, Sensor Actuat. B-Chem., 123, 869-876.
- Akgun, H., Karamekoglu, I., Berk B., Kurnaz, I., Sarıbıyık, G., Oktem, S., and Kocagoz, T. (2012). Synthesis and antimycobacterial activity of some phthalimide derivatives, Bioorg. Med. Chem., 20:4149-4154.
- Ameuru, U.S., Yakubu, M.K., Bello, K.A., Nkeonye, P.O. and Halimehjani, A.Z. (2018). Synthesis of disperse dyes derived from 4-amino-N-decyl-1, 8-naphthalimide and their dyeing properties on polyester fabrics. Dyes Pigm. 157, 190. [https://doi.org/10.1016/j.dyepig.2018.04.050](https://www.google.com/search?q=https://doi.org/10.1016/j.dyepig.2018.04.050)
- Ukanah, P. S., Gadimoh, S., Salisu, Z. M., Suleiman, M. A., Sulaiman, I. A., Chibuzo Anakor, N. C., Umar, I. S., Lawal, O. M. and Oddy-Obi, I.C. (2020). Influence of selected mordants and mordanting techniques on eco-friendly dyeing of cellulosic fabric using natural flavonoid dye extracted from onion outer scale, Nigerian Journal of Textiles, vol. 6, Pp. 19-25.
- Koh, J. and Greaves, A. J. (2013). Synthesis and application of an alkali-clearable azo disperse dye containing a fluorosulfonyl group and analysis of its alkali hydrolysis kinetics, Dyes and Pigment, 50(2): 117-126, ISSN 0143-7208.
- Joonseok Koh (2011). Dyeing with Disperse Dyes Textile Dyeing, Prof. Peter Hauser (Ed.), ISBN 978-953.
- Karst, D., Nama, D., Yang, Y. (2007). Effect of disperse dye structure and dye adoption onto PLA fibre. Journal of Colloid Interface Scientific, 310, 106-111. doi:10.1016/j.jcis.2007.01.037
How to Cite
D, E. B., S.U., A., Giwa, A., & M., B. M. (2026). Synthesis and Application of Monoazo Disperse Dyes Derived from Naphthalimide Derivatives on Polyester Fabrics. Nigerian Journal of Textiles, 12(1), 84-95. https://doi.org/10.67637/njt.2026.lfrk3uu7
E. B. D, A. S.U., A. Giwa, and B. M. M., "Synthesis and Application of Monoazo Disperse Dyes Derived from Naphthalimide Derivatives on Polyester Fabrics," Nigerian Journal of Textiles, vol. 12, no. 1, pp. 84-95, June 2026. doi: 10.67637/njt.2026.lfrk3uu7