Electronic and Structural Characterization of a Piezochromic Indigoid: 11-(3‘-Oxodihydrobenzothiophen-2‘-ylidene)cyclopenta[1,2-b:4,3-b‘]dibenzothiophene

Electronic and Structural Characterization of a Piezochromic Indigoid: 11-(3‘-Oxodihydrobenzothiophen-2‘-ylidene)cyclopenta[1,2-b:4,3-b‘]dibenzothiophene
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DOI:
10.1021/jp030692o
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发表时间:
2003-10
影响因子:
3.3
通讯作者:
J. Mizuguchi;N. Tanifuji;K. Kobayashi
J. Mizuguchi;N. Tanifuji;K. Kobayashi
中科院分区:
化学3区
文献类型:
--
作者:
J. Mizuguchi;N. Tanifuji;K. Kobayashi

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标题化合物是一种新的硫靛类化合物,在固态下由于机械剪切而发生颜色从红色到黑色的变化(“压致变色”),并且通过加热或溶剂处理也可以恢复颜色。在晶体结构和热分析的基础上,对压色效应的机理进行了研究。在初始的红色状态的吸收带被发现是类似的溶液中,表明分子的性质是很好地保存,即使在固态。然后通过机械剪切诱导颜色变化(红色→黑色),伴随着750 nm附近的额外新带。新的谱带与红相中的谱带一起覆盖整个可见区域,使颜色变黑。新的频带已被解释为所产生的激子之间的相互作用过渡偶极子的基础上重新组织的分子排列所造成的机械剪切。
The title compound, a novel thioindigoid, undergoes a color change in the solid state from red to black due to mechanical shearing (“piezochromism”), and the color is also recovered either by heat or solvent treatment. The mechanism of the piezochromic effect has been studied in the present investigation on the basis of the crystal structure and thermal analysis. The absorption band in the initial red state is found to be similar to the one in solution, indicating that the molecular nature is well preserved even in the solid state. The color change (red → black) is then induced by mechanical shearing, accompanied by an additional, new band around 750 nm. The new band covers the whole visible region together with the band in the red phase to make the color black. The new band has been interpreted as arising from excitonic interactions between transition dipoles based on the re-organized molecular arrangement caused by mechanical shearing.