Research Article

Synthesis of active methylene azo disperse dyes based on 4-Amino-3-Nitrobenzaldehyde as diazo component and their application on polyester and Nylon 6.6 fabric

SALISU A1*, Bello K. A.2, Mohammed K. Yakubu2
1 Samaru College of Agriculture, Division of Agricultural Colleges, Ahmadu Bello University, Zaria.
2 Ahmadu Bello University Zaria
* Corresponding author: sirabdu2080@gmail.com
Published: Jun, 2015
Pages: 58-64

Abstract

Active methylene azo disperse dyes were synthesized and characterized. A good percentage yield of each of the dyes were obtained in the range of 58-82 %. The dyes have well defined melting points in the range of 270 – 404 C. The visible absorption spectra of the dyes showed that the dyes absorbed maximally within the visible region of the electromagnetic spectrum. The results of halochromism of the dyes showed that the dyes exhibited both negative and positive halochromism. The molar extinction coefficient of the dyes was generally high indicating high hue strength. On application of the dyes on fabric, a high percentage exhaustion of 73 and 69 percent was obtained on polyester and nylon 6.6 fabrics respectively. The assessment of fastness properties of the dyes showed that the dyes have ratings of 4-5 for wash fastness, fastness to pressing and perspiration on both fabrics.

Keywords

Azo Dyes Characterization Molar Extinction coefficient and Fastness properties

References

  1. Abd-El-Aziz A. S. and Afifi, T. H.( 2006) "Novel azo disperse dyes derived from aminothiophenes: synthesis and UV-visible studies," Dyes and Pigments, vol. 70, no. 1, pp. 8-17,.
  2. Al-mousawi, S.M. and Elapasery, A.M. (2013). Synthesis of Some Monoazo Disperse Dyes Derived from Aminothienochromene. Molecules Vol.18, pg.88837-8844., doi:10.3390/molecules/8088837, www.mdpi.cm/journal/molecules, ISBN 1420-3049.
  3. Alnajjar, A., Alsaiedi, M., and El-apasery, M.A., (2013). An Efficient Route for the Synthesis of Some Monoazo Disperse Dyes Derived from Nicotinic acid Derivatives, European Journal of Chemistry, Vol.4 (1) pg. 53-57.
  4. Asiri, A.M., and Al-amodi, M.S. (2009). Negative Solvatochromism of Ferrocentyl Methine Dyes, Journal of KAU Science Vol.21 (1) pp.127-132.
  5. Bello K. A., (1995) "Long wavelength absorbing azo dyes derived from 2-amino-4-chloro-5 formylthiazole as diazo component," Dyes and Pigments, vol. 27, no. 1, pp. 45-54,
  6. Bello, I. A. Giwa, A., Aderinto, S.O., and Olabintan, A. (2013), 'Effect of position of substituent on the exhaustion and Thermodynamic parameters of 6-monoazo acid and disperse dyes on nylon 6' Chemistry and Material search Research Vol. 3 No9, pp. 6-11.
  7. Bello, K. A., and Griffiths, J., (1989) 'Violet to Cyan Azo Dyes Derived from 4-Amino-3-Nitrobenzaldehyde as Diazo Component', Dyes and Pigments, pp 65-76.
  8. Bello, K.A. and Yakubu M.K., (1997). Novel Monoazo Disperse Dyes Derived From 3,5Dibromobenzaldehyde as Diazo Component, Dye Stuff Reporter, Colourage pp. 49-52.
  9. Choi, Y., Lee, S. Kim,K.S., Choi, H.J., Kang, J.K. Lee, S.B.and Keuma, G. (2013). Synthesis,Spectral Properties and Dyeing Assessment of Azo Disperse Dyes Containing Carbonyl and Dicyanovinyl Groups. Bull, Korean Chemical Society. Vol.34, No.3 pg 863http://dx.doi.org/10.5012/bkcs.2013.34.3.8 63
  10. El-Molla, M. M. Ismail Z. H., F. Soliman M. A, Shaimaa, H. and Monem, A.-E. (2013) "Synthesis of several newly disperse dyes and their application in textile printing," Journal of the Textile Association, vol. 74, no. 1, pp. 18-25,.
  11. Ghoneim, M.M., El-sesoky, H.S., Amer, S.A., Rizk, H.F., Habazy, A.D., (2008). Dyes and Pigments Vol. 77(3) pg. 493-501
  12. Hauser, P.J., (2011). Textile Dyeing, In Tech, Rijeca, Crotia Publisher.
  13. Khosravi, A. Moradian, S., Gharanjig, k., Afshar, F., and Taromi, (2005). Synthesis and Spectroscopic Studies of Some Naphthalimide Based Disperse Azo Dyes stuff for Dyeing of Polyester Fibres. Elsevier Dyes and Pigments Vol.69, pp. 79-92, www.elseveir.com/locate dyeing.
  14. Maradiya H. R. and Patel V. S., (2003) "Synthesis and application of disperse dyes based on 2 aminothiazole derivatives," Chemistry of Heterocyclic Compounds, vol. 39, no. 3, pp. 357-363,.
  15. Marini A. Aurora, M., Alessendro, B. and Benedetha, M. (2010) "What is solvatochromism?" Chemistry Journal of Physical Chemistry B, vol. 114, no. 51, pp. 117128-117135.
  16. Mosoud, M.S., Ali, A.E., Shaker, M.A.,and Ghani, M.A., (2005). Solvent and Substituent Effects on Spectroscopic Changes of some Diazoaminobenzene Derivatives: Spectrochin Acta Part A,Molec and Biomol Spec, 61, 3102-3107.
  17. Nkeonye, P. O. (1987) Fundamental Principles of Textile Dyeing, Printing and Finishing, Ahmadu Bello University Press, Zaria, Nigeria.
  18. Otutu, J.O., and Osabohein, A., (2009). Disperse Dyes Derived from 2-methoxy-5-Nitroaniline.Oriental Journal of Chemistry. Vol. 24. No.4 pg. 863-870.
  19. Peter, J. (2011). 'Textile dyeing. Rijeka Crotia Publisher: pp. 1-2, ISBN 978953-307-565-5
  20. Salisu A., Bello K. A. and Yakubu M. K. (2015) Synthesis, Condensation of Monoazo Disperse Dyes Containing Aldehyde Groups and Its Application on Polyester and Nylon 6.6 Fabrics, Proceedings of the Materials Science and Technology Society of Nigeria (MSN Kaduna Chapter), Pp 75-81.
  21. Yakubu, M. K., (1992). The Effects of Incorporating Highly Electron Withdrawing groups on colour and Dyeing Properties of Monoazo Disperse Dyes. (Unpublished Master's Thesis) Ahmadu Bello University, Zaria, Nigeria.
  22. Zadafiya, S. K. Tailor, J. H. and Malik G. M., (2013) "Disperse dyes based on thiazole, their dyeing application on polyester fiber and their antimicrobial activity," Journal of Chemistry, vol. 7, pp 5.
  23. Zakerhamdi, M.S., Ghanadzadeh, A., and Moghadam, M., (2012). Solvent Effects on the UV/Visible Absorption Spectra of Some Aminoazobenzene Dyes Chem. Science Tran
How to Cite

A, S., A., B. K., & Yakubu, M. K. (2015). Synthesis of active methylene azo disperse dyes based on 4-Amino-3-Nitrobenzaldehyde as diazo component and their application on polyester and Nylon 6.6 fabric. Nigerian Journal of Materials Science and Engineering, 6(1), 58-64.

S. A, B. K. A., and M. K. Yakubu, "Synthesis of active methylene azo disperse dyes based on 4-Amino-3-Nitrobenzaldehyde as diazo component and their application on polyester and Nylon 6.6 fabric," Nigerian Journal of Materials Science and Engineering, vol. 6, no. 1, pp. 58-64, June 2015.

Share this article:
Facebook X / Twitter LinkedIn
Download PDF Back to Articles