Synthesis and characterization of novel yellow azo dyes from 2-morpholin-4-yl-1,3-thiazol-4(5H)-one and study of their azo–hydrazone tautomerism
作者:Prashant G. Umape、Vikas S. Patil、Vikas S. Padalkar、Kiran R. Phatangare、Vinod D. Gupta、Abhinav B. Thate、Nagaiyan Sekar
DOI:10.1016/j.dyepig.2013.05.002
日期:2013.11
Novel yellow azo dyes were synthesized by diazotization of aromatic amines followed by coupling with 2-morpholin-4-yl-1,3-thiazol-4(5H)-one and fully characterized. The geometries of the synthesized dyes for azo and hydrazone tautomeric forms were optimized using B3LYP, CAM-B3LYP and M06 functional and 6-31G(d) and 6-311++G (d,p) basis sets, also their electronic excitation properties were evaluated
新型黄色偶氮染料是通过芳族胺的重氮化反应,然后与2-吗啉-4-基-1,3-噻唑-4(5 H)-偶合而合成的,并进行了充分表征。使用B3LYP,CAM-B3LYP和M06功能性官能团,6-31G(d)和6-311 ++ G(d,p)基集优化了偶氮和互变异构形式的合成染料的几何形状使用密度泛函理论进行评估。优化的几何形状表明,for比偶氮形式更稳定。合成染料的光物理性质通过紫外可见光谱进行了评估,并与从TDDFT获得的计算出的垂直激发进行了比较。结果清楚地说明了染料8a,8b和8c的存在以d互变异构形式存在,而8d以偶氮和形式存在。通过热重量分析法估计了热稳定性,结果表明合成染料具有良好的热稳定性。