Hexaazatriphenylene (HAT) derivatives: from synthesis to molecular design, self-organization and device applications.
Hexaazatriphenylene (HAT) derivatives: from synthesis to molecular design, self-organization and device applications.
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DOI：
10.1039/c5cs00181a
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发表时间：
2015-09
影响因子：
46.2
通讯作者：
J. Segura;Rafael Juárez;M. Ramos;C. Seoane
中科院分区：
文献类型：
--
作者：
J. Segura;Rafael Juárez;M. Ramos;C. Seoane
二吡嗪并[2，3-f：2′，3 ′-h]喹喔啉（Dipyrazino[2，3-f：2′，3 ′-h]quinoxaline），又称1，4，5，8，9，12-hexaazatriphenylene（HAT），是一种缺电子、刚性、平面的芳香族双嵌段体系，具有良好的π-π堆积能力。由于它是最小的二维含氮多杂环芳烃体系之一，因此它已被用作较大的二维N-取代多杂环芳烃的基本骨架。此外，它也是众多分子、大分子和超分子体系中用于各种应用的首选构建单元。本文从合成、理论和应用的角度对近三十年来基于HAT的研究进行了回顾。HAT衍生物的设计原则和合成策略将被建立，它们在n型半导体，传感器，非线性光学发色团，液晶，微孔聚合物的能量存储和纳米和微观结构中的应用将揭示HAT作为有机材料和纳米科学领域的基本支架的相关性。
Dipyrazino[2,3-f:2′,3′-h]quinoxaline also known as 1,4,5,8,9,12-hexaazatriphenylene (HAT) is an electron deficient, rigid, planar, aromatic discotic system with an excellent π–π stacking ability. Because it is one of the smallest two-dimensional N-containing polyheterocyclic aromatic systems, it has been used as the basic scaffold for larger 2D N-substituted polyheterocyclic aromatics. Furthermore, it is the building block of choice in a plethora of molecular, macromolecular and supramolecular systems for a variety of applications. This review is aimed to critically review the research performed during the almost three decades of research based on HAT from the synthetic, theoretical and application points of view. The design principles and synthetic strategies towards HAT derivatives will be established and their use in n-type semiconductors, sensors, nonlinear optical chromophores, liquid crystals, microporous polymers for energy storage and nano and microstructures will reveal the relevance of HAT as a basic scaffold in the areas of organic materials and nanoscience.