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Crystal Structure of Methyl Orange Derivatives and Their Electronic Spectra

机译:甲基橙衍生物的晶体结构及其电子光谱

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摘要

Azo dyes and pigments are widely used in the imaging industry because of their versatile colors as well as their low price. However, it is often pointed out that the color in the solid state is sometimes drastically different from that in solution. An attempt has been therefore made in the present investigation to elucidate the electronic structure of two classical simple azo dyes on the basis of the crystal structure: methyl orange [Na(1)-4'-(dimethylamino)azobenzene-4-sulfonate (MO)] and its derivative [4-(dimethylamino)azobenzene-4'-sulfonic acid (MOH)]. Accordingly the authors found a new trinuclear Na complex (pale red) of MO, as well as a new polymorph (purple) of MOH in addition to the previously reported phase (vivid red). In MO and also in the purple phase of MOH, excitonic interactions are basically responsible for the color change on going from solution to the solid state. On the other hand, the authors found a zwitterionic structure in the vivid-red phase of MOH as formed by NH…O intermodular hydrogen bonds. The vivid-red color can be interpreted as arising mainly from the zwitterionic structure.
机译:偶氮染料和颜料因其用途广泛的颜色以及低廉的价格而广泛用于成像行业。但是,经常要指出的是,固态颜色有时与溶液中的颜色完全不同。因此,在本研究中已经尝试根据晶体结构阐明两种经典的简单偶氮染料的电子结构:甲基橙[Na(1)-4'-(二甲基氨基)偶氮苯-4-磺酸盐(MO )]及其衍生物[4-(二甲基氨基)偶氮苯-4'-磺酸(MOH)]。因此,除了先前报道的相(鲜红色)外,作者还发现了MO的新的三核Na复合物(浅红色),以及MOH的新的多晶型物(紫色)。在MO和MOH的紫色相中,激子相互作用基本上是导致溶液从溶液状态转变为固态状态的原因。另一方面,作者在由NH…O互模氢键形成的MOH的鲜红色相中发现了两性离子结构。鲜红色可以解释为主要来自两性离子结构。

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  • 来源
    《Journal of Imaging Science and Technology》 |2009年第5期|050302.1-050302.7|共7页
  • 作者单位

    Graduate School of Engineering, Yokohama National University, 240-8501 Yokohama, Japan;

    Graduate School of Engineering, Yokohama National University, 240-8501 Yokohama, Japan;

    Graduate School of Engineering, Yokohama National University, 240-8501 Yokohama, Japan;

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