Synthesis and Characterization of Crown-Ether Appended Hexaazatrinaphthylene-Based Liquid-Crystalline Derivative
Synthesis and Characterization of Crown-Ether Appended Hexaazatrinaphthylene-Based Liquid-Crystalline Derivative
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DOI：
10.3390/cryst10050377
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发表时间：
2020-05
期刊：
影响因子：
2.7
通讯作者：
Kyosuke Isoda;K. Shimooka
中科院分区：
文献类型：
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作者：
Kyosuke Isoda;K. Shimooka
在这篇文章中，我们报道了冠醚附加的六氮杂三萘衍生物的合成和表征与两个烷氧基链。具有较短烷氧基链的衍生物与金属离子（如NaI和KI）的络合，由于分子间相互作用的改变，促使固态的电子性质发生显着变化。偏光显微镜观察，X-射线衍射图谱测量和差示扫描量热法表明，具有较长烷氧基链的化合物自组装成柱状液晶相的形成。此外，苯磺酸的加入影响自组装液晶结构，以及电子性质。与络合之前相比，具有较长烷氧基链的衍生物与苯磺酸的络合诱导更大的偶极矩，从而导致分子间相互作用的增强，例如偶极-偶极相互作用。此外，由于分子间相互作用，如π-π相互作用，紫外-可见吸收光谱和荧光光谱中的峰显示出显著的红移。
In this article, we report on the synthesis and characterization of crown-ether appended hexaazatrinaphthylene derivatives with two alkoxy chains. The complexation of a derivative having shorter alkoxy chains with metal ions, such as NaI and KI, prompts remarkable changes in the electronic properties of sold states, because of changing intermolecular interactions. Polarized optical microscopic observation, X-ray diffraction pattern measurement and differential scanning calorimetry reveal that a compound with longer alkoxy chains self-assembles into the formation of the columnar liquid-crystalline phase. Moreover, the addition of benzenesulphonic acid influences the self-assembled liquid-crystalline structures, as well as the electronic properties. The complexation of the derivative having longer alkoxy chains with benzenesulphonic acid induces a larger dipole moment, compared to that before complexation, thereby leading to the enhancement of intermolecular interaction, such as dipole-dipole interaction. Also, peaks in UV-vis absorption and fluorescent spectra show a dramatically bathochromic shift, due to their intermolecular interaction, such as the π-π interaction.