Research Article

Synthesis and Application of Monoazo Disperse Dyes Derived from 4-amino-Nhexadecyl-1, 8-naphthalimide and their Dyeing Performance on Polyester Fabrics

Magaji I. Y1*, Abdulraheem Giwa2, Bello K.A.3
1 Department of Polymer Technology, Nigerian Institute of Leather and Science Technology Zaria
2 Ahmadu Bello University Zaria
3 Department of Polymer and Textile Engineering, Ahmadu Bello University, Zaria
* Corresponding author: ibrahimmagaji63@gmail.com
Published: Aug, 2019
DOI: 10.67637/njt.2019.5pqmztkb
Pages: 1-10
Views: 129
Downloads: 152

Abstract

A series of monoazo disperse dyes were synthesized using 4-amino-N-hexadecyl-1, 8-naphthalimide by coupling with different substituted electron rich arenes in appropriate reaction conditions. The synthesized diazo component and the dyes were purified by recrystallization method. The structures of the diazo component and the dyes were confirmed using UV-visible, FT-IR, NMR and MS spectroscopic techniques. Spectrophotometric investigations of the dyes in solvents of different polarities were carried out in order to obtain their absorption maxima, molar extinction coefficient and solvatochromic effects. These dyes were applied on polyester fabrics using High Temperature and High Pressure (HTHP) exhaust dyeing method. The dyeing characteristics such as build up on fabrics, wash, perspiration and light fastness were examined. The dyed fabric generally gave deep and bright hue ranging from light yellow, orange, maroon and neon red. The colour fastness of the dyed fabrics to washing and perspiration were examined to be very good, however, the light fastness was found to be fair to good

Keywords

Disperse dyes 4-amino-N-hexadecyl-1 8-naphthalimide Solvatochromism Dyeing Polyester fabrics Fastness properties

References

  1. I need to extract text from the PDF using OCR since it appears to be a scanned image. Let me do that:Towns, A.D. (1999), Developments in azo disperse dyes derived from heterocyclic diazo components. Dyes Pigm. 42, pp3-28.
  2. Zhag, Y.; Hou, W.; Tan, Y.(1997), Structure substituted-2-(1H)-pyridinethiones. Dyes and Pigments (70) 60-69and dyeing properties of some anthraquinone violet acid dyes.Dyes Pigm.34, pp25-35.
  3. Kirkan, B. And Gub, R. (2008). Synthesis of new Azo dyes and copper (II) complexes derived from barbituric acid and 4-aminobenzoylhydrazone. Turkish Journal of Chemistry, 32: 9-17.
  4. Otutu, J.O., Osabohien, E., and Efurhuvwe, E.M. (2011). Synthesis and Spectral Properties of Hetaryl monoazo dyes derived from 2-amino-5-nitro thiazole. Oriental Journal of Chemistry, 27(4) pp1389-1396
  5. Seferoglu, Z. (2009). A study on tautomericequilibria of new hetarylazo-6-aminouracils. ARKI, (viii) 42-57.
  6. Waheed S., Ashrat C.M. (2000). Synthesis and Studies of Some Acid Dyes, Jour. Chem. Soc. Pak., 22, 49-53.
  7. Dixit B.C.; Patel H.M.; Dixit R.B.; Desai D.J. (2009) Studies on Dyeing Performance of Novel Acid Azo Dyes and Mordent Acid Azo Dyes Based on 2,4- Journal of Chemistry, 6, 315-322
  8. Dolaz M. Yilmaz H. (2009), Synthesis, Characterization and Applications of New Azo Compounds Containing Phosphonic Acid, Asian Jour. Chem., Dihydroxybenzophenone, CodenEcjhao E-. 21, 5085-5094
  9. Dixit B.C, Patel H.M.; Dixit R.B.; Desai D.J. (2010). Synthesis, characterization and dyeing assessment of novel acid azo dyes and mordent acid azo dyes based on 2-hydroxy-4-methoxybenzophenone on wool and silk fabrics, J. Serb. Chem. Soc., 75, 605-614.
  10. Wang Y.; Tang B.; Ma W.; Zhang S.; (2011). Synthesis and UV-protective properties of monoazo acid dyes based on 2-hydroxy-4-methoxybenzophenone, Procedia Engineering, # 18, 162-167.
  11. Patel D.G.; Prajapati N.K.; (2012) Formation of Some Novel Acid Azo Dyes: Synthesis, Characterisation & Application Properties, Asian J. Biochem. Pharm. Res., 2, 255-261.
  12. Yildiz E.; Boztepe H.(2002), Synthesis of Novel Acidic Mono Azo Dyes and an Investigation of Their Use in the Textile Industry, Turk. J. Chem., 26, 897-903.
  13. Ehsan AA.; Sebe I. (2012), Acid Azo Dyes and Pigments Derived from 2-amino-4-nitrodiphenylamine, U.P.B. Sci. Bull., 74, 77-84.
  14. Tureas C.V.; Sebe I; (2012), Azo Dyes Complexes, Synthesis and Tinctorial Properties, U.P.B. Sci. Bull., 74, 109-118.
  15. Otutu J.O.; Okoro D.; Ossai E.K.;(2008) Preparation of Dis-Azo dyes Derived from p-Aminophenol and Their Fastness Properties for Synthetic Polymer- Fibres, J. Appl. Scien, 8, 334-339.
  16. Ebenso, E.E., Alamu, H., Umorea, S.A and Obot, I.B. (2008). Inhibition of mild steel corrosion in sulphuric acid using alizarin yellow G.G. and synergistic iodide additive. International Journal of Electrochemical Science, 3: pp1325-1339.
  17. Robert, T.M., Robert, N.B. and Bhattacharjee, S.K. (2011).Organic Chemistry.6th edition. New Delhi. Pearson Prentice Hall, pp. 1096 — 1097.
  18. Zollinger, H. (2003). Colour Chemistry. Syntheses, Properties, Application of Organic Dyes and Pigments.Third revised edition. Wiley-VCH.pp 56-60
  19. Maradiya, H.R., (2010). Synthesis and dyeing performance of some novel thiazole azo disperse dyes. Journal of Saudi Chemical Society, 64(1): pp77-89.
  20. Maradiya, H.R. (2001). Synthesis of Azobenzo[b] thiophene derivative and their dyeing performance on polyester fibre.Turkish Journal of Chemistry, 25: pp441-445.
  21. Maradiya, H.R and Patel V.S. (2002).Synthesis of Novel Azo containing the Thiophene Moiety.Chemistry of Heterocyclic compound 38(11) pp1324-1330.
  22. Gregory P. (1991). High-technology applications of organic colorants, Plenum Press, New-York and London: Plenum Press. Ed pp 102-103.
  23. Giles, C.H. (1974).Laboratory Course in Dyeing. Bradford: The Society of Dyers and Colourist, pp36-37
  24. Jae-Hong Choi, Jong-yun Choi, Hyun-young Lee, Andrew D. Towns, and Chun Yoon (2008): Novel azo dyes derived from phthalimide. Part 2: Dyeing properties and colour fastness on polyester fibres. coloration Technology. 124, pp364-369
  25. Clark, J. (2011).UV-visible absorption spectra. Retrieved August 8, 2014 from http://www.chemguide.co.uk/analysis/uvvisible/theory.html#top
  26. Khoptar, S. M. (2008). Basic concept of analytical chemistry. New age international publisher, India pp122-120, 183, 290-292, 450-457
  27. Nikhil M.P and Kalpana C.M. (2011) Dyeing performance of heterocyclic monoazo dyes based on 3-amino 1H pyrazolon (3,4-b) quinoline derivatives on various fibres Appl.Scie. Res 3, pp359- 365.
How to Cite

Y, M. I., Giwa, A., & K.A., B. (2019). Synthesis and Application of Monoazo Disperse Dyes Derived from 4-amino-Nhexadecyl-1, 8-naphthalimide and their Dyeing Performance on Polyester Fabrics. Nigerian Journal of Textiles, 5(1), 1-10. https://doi.org/10.67637/njt.2019.5pqmztkb

M. I. Y, A. Giwa, and B. K.A., "Synthesis and Application of Monoazo Disperse Dyes Derived from 4-amino-Nhexadecyl-1, 8-naphthalimide and their Dyeing Performance on Polyester Fabrics," Nigerian Journal of Textiles, vol. 5, no. 1, pp. 1-10, August 2019. doi: 10.67637/njt.2019.5pqmztkb

Share this article:
Facebook X / Twitter LinkedIn
Download PDF View Full Text (PDF) Back to Articles