Synthesis, characterization and spectroscopic investigation of a novel phenylhydrazone Schiff base with solvatochromism.
Synthesis, characterization and spectroscopic investigation of a novel phenylhydrazone Schiff base with solvatochromism.
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DOI：
10.1016/j.saa.2009.11.050
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发表时间：
2010-02
期刊：
影响因子：
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通讯作者：
Mingtian Li;Jun Huang;Xuan Zhou;Hong-jie Luo
中科院分区：
文献类型：
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作者：
Mingtian Li;Jun Huang;Xuan Zhou;Hong-jie Luo
合成并表征了一种新型席夫碱4，5-二氮杂芘-9-对硝基苯腙（DAFND）。用X射线单晶衍射法测定了DAFND及其类似物4，5-二氮杂芴-9-苯腙（DAFPD）的晶体结构。X射线衍射分析表明，DAFPD是一个非平面分子，DAFND的所有原子基本上是共面的。DAFND在加热时颜色由棕色变为蓝色，即所谓的热致变色。通过电子吸收光谱研究了两种化合物的光谱性质，结果表明DAFND具有溶致变色性，而DAFPD不具有热致变色性和溶致变色性。DAFND在不同纯溶剂中的最大吸收波长不同，在甲苯中为370 nm，在吡啶中为614 nm。提出了热致变色和溶剂化变色的可能机理。
A novel Schiff base of 4,5-diazafluorene-9-p-nitrophenylhydrazone (DAFND) has been synthesized and characterized. The crystal structures of DAFND and its analogue 4,5-diazafluorene-9-phenylhydrazone (DAFPD) were determined by single crystal X-ray diffraction method. X-ray analyses reveal that DAFPD comprise of a nonplanar molecule and all atoms of DAFND are essentially coplanar. The color of DAFND changes from brown to blue when heated, so called thermochromism and the spectroscopic properties of the two compounds are investigated by electronic absorption spectra, showing DAFND possess solvatochromism, while DAFPD does not have thermochromic and solvatochromic properties. The λmaxof DAFND within various pure solvents are different ranging from 370nm in toluene to 614nm in pyridine. The imaginable mechanisms of thermochromism and solvatochromism are proposed.