Abstract
A series of novel monoazo disperse dyes based on 2-amino-5-nitro-4-(p-nitrophenyl)thiazole were prepared using various N,N-dialkylaniline derivatives as the coupling components. The spectral properties in the IR and visible range of the dyes were investigated. The dyeing performance of these dyes was assessed on nylon fabric. These dyes were found to give a wide range of color shades from reddish brown to indigo with excellent brightness, levelness, and depth on nylon fabric. The dyed fabric showed fairly good light fastness, good to excellent fastness to wash and perspiration, and excellent fastness to sublimation. The dyebath exhaustion and fixation of the dyes on nylon were found to be very good and acceptable.
Similar content being viewed by others
References
Color Index, Ed. Society of Dyers and Colorists, American Association of Textile Chemists and Colorists, Bradford (1971).
L. Shuttleworth and M. A. Weaver, in: D. R. Waring, G. Hallas (editors), The Chemistry and Application of Dyes, Plenum Press, New York (1990), p. 107.
J.-Z. Hu, P. Skrabal, and H. Zollinger, Dyes Pigm., 8, 189 (1987).
M. A. Weaver and L. Shuttleworth, Dyes Pigm., 3, 133 (1982).
R. Egli, The Design and Synthesis of Organic Dyes and Pigments, Eds. A. T. Peters, H. S. Freeman, Elsevier, London (1991), Chap. 1.
J. B. Dickey, E. B. Towne, M. S. Bloom, W. H. Moore, H. M. Hill, H. Heynemann, D. G. Hedberg, D. C. Sievers, and M. V. Ottis, J. Org. Chem., 24, 187 (1959).
Gosei Senryo Gijutsu Kenkyu Kumia, Jpn. Kokai Tokkyo Koho, Jpn. Pat. 59215355; Chem. Abstr., 102, 186655 (1985).
Gosei Senryo Gijutsu Kenkyu Kumia, Jpn. Kokai Tokkyo Koho, Jpn. Pat. 59170142; Chem. Abstr., 102, 26377 (1985).
Mitsubishi Chemical Industries Co. Ltd., Jpn. Kokai Tokkyo Koho, Jpn. Pat. 80133458; Chem. Abstr., 94, 104887 (1981).
Sumitomo Chemical Co., Ltd., Jpn. Kokai Tokkyo Koho, Jpn. Pat. 57161653; Chem. Abstr., 98, 73836 (1983).
H. Erwin, W. Matthias, R. Helmut, and G. Sabine, Ger. Offen. DE 4120362; Chem. Abstr., 118, 256596 (1993).
B. Parton, U.K. Pat. 2028856; Chem. Abstr., 94, 4937 (1981).
M. A. Weaver and J. M. Straley, US Pat. 3525733; Chem. Abstr., 73, 13958 (1970).
G. Modena and A. Risatsu, Bull. Sci. Fac. Chem. Ind. Bologna, 11, 65 (1953).
Gosei Senryo Gijutsu Kenkyu Kumia, Jpn. Kokai Tokkyo, Jpn. Pat. 5920356; Chem. Abstr., 100, 211648 (1984).
Nippon Kayaku Co. Ltd., Jpn. Kokai Tokkyo Koho, Jpn. Pat. 8060558; Chem. Abstr., 93, 151649 (1980).
M. Peter, Ger. Offen. 300 945; Chem. Abstr., 93, 206144 (1980).
Mitsubishi Chemical Industries Co. Ltd., Jpn. Kokai Tokkyo Koho, Jpn. Pat. 80112266; Chem. Abstr., 94, 32171 (1981).
Gosei Senryo Gijutsu Kenkyu Kumia, Jpn. Kokai Tokkyo Koho, Jpn. Pat. 5991152; Chem. Abstr., 101, 173017 (1984).
E. B. Towne and H. M. Hill, US Pat. 2746953; Chem. Abstr., 50, 6058 (1956).
E. Merian, US Pat. 3007915; Chem. Abstr., 57, 7421 (1961).
R. Egli, US Pat. 4395544; Chem. Abstr., 99, 159949 (1983).
E. B. Towne, J. B. Dickey, and M. S. Bloom, US Pat. 2852504; Chem. Abstr., 53, 6627 (1958).
H. Tsien, K.-P. Chu, and H. Chang, US Pat. 5652344; Chem. Abstr., 127, 150201 (1997).
R. Sens and K.-H. Etzbach, Ger. Offen. DE 4426023; Chem. Abstr., 124, 204936 (1996).
S. Beckmann, K.-H. Etzbach, and R. Sens, PCT Int. Appl. WO 9529958; Chem. Abstr., 124, 120121 (1996).
K. A. Bello, C. M. O. A. Martins, and I. K. Adamu, Colorage, 42, 29 (1995).
K. R. Desai, B. R. Modi, and B. D. Mistry, J. Indian Chem. Soc., 72, 141 (1995).
K. A. Bello, Dyes Pigm., 27, 45 (1995).
J. Griffihs and C. J. Riepl, Chem. Commun, 1349 (1998).
G. Hallas and J.-H. Choi, Dyes Pigm., 42, 249 (1999).
K. H. Chikhalia and K. R. Desai, J. Inst. Chem. (India), 70, 142 (1998).
D. W. Rangnekar, V. R. Kanetkar, G. S. Shankarling, and J. V. Malanker, J. Indian Counc. Chem., 15, 28 (1998).
A. D. Towns, Dyes Pigm., 42, 3 (1999).
H. R. Maradiya and V. S. Patel, J. Serb. Chem. Soc., 65, 773 (2000).
H. R. Maradiya and V. S. Patel, Bull. Chem. Technol. Macedonia, 20, 51 (2001).
H. R. Maradiya and V. S. Patel, Fiber Polymer (in press).
H. R. Maradiya and V. S. Patel, J. Braz. Chem. Soc. (in press).
J. B. Dickey and E. B. Towns, US Pat. 2730523; Chem. Abstr., 50, 74676 (1956).
H. R. Maradiya and V. S. Patel, High Perform. Polym., 12, 335 (2000).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Maradiya, H.R., Patel, V.S. Synthesis and Application of Disperse Dyes Based on 2-Aminothiazole Derivatives. Chemistry of Heterocyclic Compounds 39, 357–363 (2003). https://doi.org/10.1023/A:1023923012278
Issue Date:
DOI: https://doi.org/10.1023/A:1023923012278