Synthesis of new 5-thiazolyl azo-disperse dyes for dyeing polyester fabrics

被引:65
作者
Metwally, MA
Abdel-latif, E
Amer, FA
Kaupp, G [1 ]
机构
[1] Univ Oldenburg, FB 9, D-2900 Oldenburg, Germany
[2] Univ Mansoura, Fac Sci, Dept Chem, Mansoura, Egypt
关键词
aminothiazole; antipyrine; azo coupling; chloroacetyl chloride; disperse dyes; polyester fabric; fastness properties; DFT calculations;
D O I
10.1016/S0143-7208(03)00153-0
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Diazotized aryl amines were coupled with 2-aminothiazoles 1 and 2 to give the corresponding thiazolylazo dyes 3 and 4, respectively. 2-Amino-5-arylazothiazoles 5 reacted with chloroacetyl chloride to afford the chloro-acetamide derivatives 6 which further reacted with 2-mercaptobenzothiazole to furnish a new series of 5-arylazothiazolyl dyes 7. The azo structure of the dyes (rather than the tautomeric hydrazo structure) was assessed by ab initio DFT calculations at the B3LYP/6-31G* level. These dyes were applied to polyester fabric as disperse dyes and their fastness properties were evaluated. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:249 / 264
页数:16
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