Synthesis and Dyeing Properties of Bi-Functional Reactive Dyes Drive From 2-Aminothiophene on Chrome Tanned Leather and Nylon 6, 6 Substrate

Magaji I. Y., Ugbaja M. I., Susanna A. O., Marut A. J., Adams A. D., Micah M.

Abstract


A number of additional bifunctional reactive dyes have been formed in moderate yield from diazotization of 2-aminothiophene -4-carboxylic acid coupling with cyanurated R, H, J and ϒ acid and condensing with cyanuric chloride and vinyl sulphone. The dyes were characterized by spectral studies. The dyeing potentials were assessed by applying them on chrome tanned leather and nylon 6,6 substrates. The dyes were found to give shade of pink, grey and brown. The synthesized dyes gave a maximum absorption within the UV- visible region with λmax518-581 nm  which showed bathochromic effect  and molar extinction coefficient ranging from (3.217-4.221 x 104 l/mol-1 cm-1) and the infra-red spectra showed peaks at 1582-1421cm-1 (due to azo group (N=N) stretching vibration), at 3400 – 3200 cm-1 due to  (OH&NH) medium & broad stretching vibration ), at 2830-26-95cm-1  (due to aromatic group ( C-H) stretching vibration) , at 1760-1640 cm-1 (due to carbonyl group (C=O) stretching vibration), at 1342-1266 cm-1 (due to aromatic amine group (C-N) stretching vibration) and at 2260-2222 cm-1 ( due to nitrile ( C≡N ) stretching vibration). The dye exhibited good depth, affinity, levelling and brightness properties on the substrates. The dye gave a good percentage exhaustion on nylon 6.6 and on chrome tanned leather substrates ranging from (70-89%) and (69-87%) respectively was successfully synthesized. The chrome tanned leather gave a wash fastness rating ranging from (3 -5) good, very good to excellent respectively and nylon 6,6 gave a wash fastness rating ranging from (4-5) very good to excellent fastness properties and the light fastness properties of chrome tanned leather gave a fastness rating (4-7) moderate, good, very good and excellent and rubbing fastness rating (4-5) very good to excellent on both substrates. The   good shades observed may be due to better affinity on chrome tanned leather and nylon 6,6  fabrics.


Full Text:

PDF

References


Taylor J.A (2000) Recent development in reactive dyes Rev. Prog. Color, 30 pp93-107.

Zollinger, H. (2003). Colour Chemistry. Syntheses, Properties, Application of Organic Dyes and Pigments. Third revised edition. Wiley-VCH.

Bulearca, M., Bulearca, A. and Sebe, I. (2006).

Ahmed, M., 1982. Polypropylene Fibres: Science and Technology (Textile Science and Technology). Elsevier Science Ltd., USA., ISBN-13: 978-0444420909, Pages: 780.

Bradbury, M.J., P.S. Collishaw and S. Moorhouse, 1995. Reactive dye selection and process development for exhaust dyeing of cellulose. Text. Chem. Colorist, 27: 19-23.

Steingruber, E., 2004. Indigo and Indigo Colorants. In: Ullmann's Encyclopedia of Industrial Chemistry, Ullmann, F. (Ed.). Wiley-VCH, Weinheim, Germany, pp: 14-149.

Uygur, A., 2001. Reuse of decolourised wastewater of azo dyes containing dichlorotriazinyl reactive groups using an advanced oxidation method. Color. Technol., 117: 111-113.

Maradiya, H.R., (2010). Synthesis and dyeing performance of some novel thiazole azo disperse dyes. Journal of Saudi Chemical Society, 64(1): pp77-89.

Maradiya, H.R., (2001). Synthesis of Azobenzo[b] thiophene derivative and their dyeing performance on polyester fibre.Turkish Journal of Chemistry, 25: pp441-445.

Maradiya, H.R and Patel V.S. (2002).Synthesis of Novel Azo containing the Thiophene Moiety.Chemistry of Heterocyclic compound 38(11) pp1324-1330.

Youssef, Y.A., Ali, N.F and Abdelmegiede, A. (2014). Synthesis and application of novel bi-functional pyrazol (1,5-9) pyrimidine reactive dyes. International journal of current microbiology and applied science. 3(10), pp519-530. Retrived March 2, 2015 from http://www.ijcmas.com/vol-3-10/Magda%2520M

Gregory P. (1991). High-technology applications of organic colorants, Plenum Press, New-York and London: Plenum Press.

Giles, C.H. (1974).Laboratory Course in Dyeing. Bradford: The Society of Dyers and Colourist, pp36-37

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

Clark, J. (2011).UV-visible absorption spectra. Retrieved August 8, 2014 from http://www.chemguide.co.uk/analysis/uvvisible/theory.html#top

Venkataraman, K. (1970); The Chemistry of Synthetic Dyes; Academic Press: New York, NY, USA and London, UK, Volume III, pp303–369.

Khoptar, S. M. (2008). Basic concept of analytical chemistry. New age international publisher, India pp122-120, 183, 290-292, 450-457

Kamel, M.M., Youssef, Y.A., Ali, N.F and Abdelmegiede, A. (2014). Synthesis and application of novel bi-functional pyrazol (1,5-9) pyrimidine reactive dyes. International journal of current microbiology and applied science. 3(10), pp519-530. Retrived March 2, 2015 from http://www.ijcmas.com/vol-3-10/Magda%2520M..

Marini, A., Monoz-Losa, A., Biancard, A. and Mennucci, B. (2010). Solvatochromism. The Journal of Physical Chemistry, 114(51) : 17128-17135.

Nikhil M. P and Kalpama C.M. (2011) Dyeing performance of heterocyclic monoazo dyes based on 3-amino 1H pyrazolon (3,4-b) quinoline derivatives on various fibres Appllied Science. Res 3 : 359- 365.

Silverstein T.C Morrill & Bassiler R.M, (1991) Spectrometric identification of organic compounds, New York


Refbacks

  • There are currently no refbacks.