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一些源自噻唑基衍生物的杂环偶氮染料;合成;取代基效应和溶剂变色研究。

Some heterocyclic azo dyes derived from thiazolyl derivatives; synthesis; substituent effects and solvatochromic studies.

机构信息

Department of Chemistry, Faculty of sciences, University of Guilan, Rasht, Iran.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2010 Dec;77(5):1084-7. doi: 10.1016/j.saa.2010.08.079.

DOI:10.1016/j.saa.2010.08.079
PMID:20869296
Abstract

A series of azo disperse dyes were synthesized by coupling reaction of N,N-diethylaniline, 2-anilinoethanol and N-phenyl-2,2'-iminodiethanol with diazotized aminothiazolyl derivatives as diazo components. These dyes have been prepared in good yields, and were characterized by UV-Vis, FT-IR and 1H NMR spectroscopic techniques. The effects of solvent polarity and various pH on dyes in the visible absorption spectra were evaluated. All dyes exhibit an excellent correlation coefficient (r>0.92) for the linear solvation energy relationship with π* values calculated by Kamlet et al. The influence of the pH on the dyes with electron-donating group implied that these dyes exist in acid-base equilibrium in acidic environment. The effect of substituents of both coupler and diazo component on the color of dyes was investigated as well.

摘要

一系列偶氮分散染料是通过 N,N-二乙基苯胺、2-苯胺基乙醇和 N-苯基-2,2'-亚氨基二乙醇与重氮化氨基噻唑衍生物作为重氮组分的偶联反应合成的。这些染料的产率都很高,并通过紫外可见光谱、傅里叶变换红外光谱和 1H 核磁共振波谱技术进行了表征。评估了溶剂极性和不同 pH 值对可见吸收光谱中染料的影响。所有染料都表现出与 Kamlet 等人计算的 π* 值的线性溶剂化能关系的优异相关系数(r>0.92)。供电子基团的 pH 值对染料的影响表明,这些染料在酸性环境中存在酸碱平衡。还研究了偶联剂和重氮组分的取代基对染料颜色的影响。

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