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基于酰化 2,2'-联吡啶-3,3'-二胺部分分子内氢键的扩展核盘状液晶。

Extended-Core Discotic Liquid Crystals Based on the Intramolecular H-Bonding in N-Acylated 2,2'-Bipyridine-3,3'-diamine Moieties.

机构信息

Laboratory of Organic Chemistry, Eindhoven University of Technology POBox 513, 5600 MB Eindhoven (The Netherlands), Fax: Int. code +(40)245-1036, e-mail:

出版信息

Chemistry. 1997 Feb;3(2):300-7. doi: 10.1002/chem.19970030220.

DOI:10.1002/chem.19970030220
PMID:24022962
Abstract

A new type of disc-shaped molecule (1 a-c) has been synthesised and characterised. The molecules were built up by linking three lipophilic, N-monoacylated 2,2'-bipyridine-3,3'-diamine wedges to a central 1,3,5-benzenetricarbonyl unit. They show liquid crystalline behaviour, as shown by DSC, polarisation microscopy and X-ray diffraction. In all cases the mesophase was characterised as a Dho phase. From (1) H NMR results it was shown that the interior of compounds 1 a-c preferentially adopts a C3 symmetrical conformation owing to strong intramolecular H-bonding, which gives rise to an extended core. This large core induces strong interactions between molecules, leading to mesophases of enhanced thermal stability.

摘要

一种新型盘状分子(1a-c)已经被合成并进行了特征描述。这些分子是通过将三个亲脂性的 N-单酰化 2,2'-联吡啶-3,3'-二胺楔形物连接到一个中心的 1,3,5-苯三甲酰基单元上构建而成的。它们表现出液晶行为,如差示扫描量热法(DSC)、偏光显微镜和 X 射线衍射所示。在所有情况下,中间相都被表征为 Dho 相。从 1 H NMR 结果可以看出,由于强的分子内氢键,化合物 1a-c 的内部优先采用 C3 对称构象,从而形成了一个扩展的核心。这个大的核心诱导分子之间的强烈相互作用,导致中间相具有增强的热稳定性。

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