POLYMETHYNE DYES WITH THIAZOLO (3,2-a)PYRIMIDINE AND PYRIMIDO(2,1-b)BENZTHIAZOLE SALTS WITH A TRIFLUOROMETHYL GROUP IN THE PYRIMIDINE CYCLE.

S. Shulga, O. Shulga
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Abstract

There are synthesized various types of polymethine dyes from trifluoromethylthiazo­lo(3,2-a)pyrimidinium and trifluoromethyl­pyrimido(2,1-b)benzthiazolium perchlorates various types of polymethine dyes were obtained – styryls, monomethinecyanines, symmetrical and asymmetrical carbocyanines, merocyanines. The absorption maxima and their intensities are determined for each dye, absorption characteristics curves and elemental analysis data for Carbon, Hydrogen and Sulfur are provided. As a result of the dyes absorption maxima analysis containing a tri­-fluoromethyl group in the pyrimidine ring and synthesized in this reaserch with the absorption maxima of dyes without a trifluoromethyl group in the pyrimidine ring, the bathochromic effect of the trifluoromethyl group on the dyes absorption maxima was established. The phenyl in the fifth position of the thiazole ring causes a bathochromic shift of the dye absorption maximum. There are characteristics of the absorption curve. The α- and γ-deriva­tives of monocyanines have a significant difference. The curve is flat with one absorption maximum for α-derivatives.The curve is narrower and contains two absorption maxima for γ-derivatives. The absorption curves of merocyanines also contain two maxima. The results of elemental analysis for Carbon, Hyd­rogen and Sulfur are presented. The resulting polymethine dyes are easily synthesized from thiazolo(3,2-a)pyrimidinium and pyramido­(2,3-b)benzthiazole in an acetic anhydride me­dium with product output at least 41%. The styrene product output are 53–93%. Synthesized dyes are crystallized from acetic anhydride. Symmetrical carbocyanines are crystallized from dimethylformamide.
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含有噻唑(3,2- A)嘧啶和嘧啶(2,1-b)苯并噻唑盐的聚甲基染料,在嘧啶循环中含有三氟甲基。
以三氟甲基噻唑- lo(3,2-a)嘧啶和三氟甲基吡啶(2,1-b)苯并噻唑高氯酸盐为原料合成了各种类型的多甲基染料,得到了各种类型的多甲基染料——苯基、单甲基氰胺、对称和不对称碳氰胺、merocyanine。测定了每种染料的吸收最大值及其强度,给出了碳、氢、硫的吸收特性曲线和元素分析数据。通过对嘧啶环上含有三氟甲基的染料的吸收最大值分析,并以嘧啶环上不含三氟甲基的染料的吸收最大值合成了本研究合成的染料,建立了三氟甲基对染料吸收最大值的显色效应。噻唑环第5位的苯基引起染料吸收最大值的色移。有吸收曲线的特征。单青素的α-衍生物和γ-衍生物具有显著性差异。α-衍生物的吸收曲线平坦,有一个吸收最大值。曲线较窄,γ-导数有两个吸收最大值。merocyanine的吸收曲线也有两个极大值。给出了碳、氢、硫元素分析结果。在乙酸酐介质中,以噻唑(3,2-a)嘧啶和锥- (2,3-b)苯并噻唑为原料,很容易合成多甲基染料,产物收率至少为41%。苯乙烯产品产量为53-93%。合成的染料由乙酸酐结晶而成。对称碳菁是由二甲基甲酰胺结晶而成的。
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