Strikingly different electronic spectra of structurally similar perylene imide compounds
Strikingly different electronic spectra of structurally similar perylene imide compounds
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DOI：
10.1016/j.dyepig.2005.05.001
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发表时间：
2006
影响因子：
4.5
通讯作者：
J. Mizuguchi;K. Hino;K. Tojo
中科院分区：
文献类型：
--
作者：
J. Mizuguchi;K. Hino;K. Tojo
二萘嵌苯酰亚胺衍生物是公知的有机颜料，并且作为用于光敏感光体的光导体以及用于光盘的材料也引起了注意。N，N′-二-双（2-（4-苯基）乙基）二萘嵌苯-3，4：9，10-双（二甲酰亚胺）（即4-苯基乙基衍生物：EPH）是一种商业黑色颜料。然而，发现4-吡啶基乙基衍生物（EPY）显示出鲜艳的红色以及黑色，这取决于用于重结晶的溶剂。此外，颜色在100°C左右从黑色变为鲜艳的红色。为了研究颜色与组成的相关性，对EPY的两种材料进行了结构分析。然后，我们发现EPY有两种分子构象：顺式和反式。红色来自具有顺式形式的固体，而黑色则是反式形式的特征。这两种不同颜色的机制被解释为是由不同的分子排列方式及其特有的激子相互作用引起的。此外，从黑相到红相的转换被发现适用于DVD可记录盘，其工作与635 nm的激光二极管。
Perylene imide derivatives are well known organic pigments and have also attracted attention as photoconductors for electrophotographic photoreceptors as well as materials for optical disks. N,N′-di-bis(2-(4-phenyl)ethyl)perylene-3,4:9,10-bis(dicarboximide) (i.e. 4-phenylethyl derivative: EPH) is a commercial black pigment. However, 4-pyridylethyl derivative (EPY) is found to exhibit a vivid red as well as black color, depending on the solvent used for recrystallization. Furthermore, the color changes from black to vivid red around 100°C. In order to study the correlation between color and constitution, structure analysis was carried out on both materials of EPY. Then, we found two kinds of molecular conformation in EPY: cis and trans forms. The red color arises from a solid with the cis form while the black one is characteristic of the trans form. The mechanism of the two different colors has then been interpreted as arising from a different fashion of molecular arrangement and its characteristic excitonic interactions. In addition, the transformation from the black phase to the red one is found to be applicable to DVD-recordable disks that operate with a laser diode of 635nm.