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通过纯芳香 π-π 驱动的准碟状恶二唑介晶的自组装实现超凝胶化。

Supergelation via purely aromatic π-π driven self-assembly of pseudodiscotic oxadiazole mesogens.

机构信息

Photosciences and Photonics Section, Chemical Sciences and Technology Division, National Institute for Interdisciplinary Science and Technology (NIIST) and Network of Institutes for Solar Energy, Council of Scientific and Industrial Research (CSIR) , Trivandrum 695 019 India.

出版信息

J Am Chem Soc. 2014 Apr 9;136(14):5416-23. doi: 10.1021/ja500607d. Epub 2014 Mar 27.

DOI:10.1021/ja500607d
PMID:24627982
Abstract

A series of highly luminescent oxadiazole-based stilbene molecules (OXD4, OXD8, OXD10, and OXD12) exhibiting interesting enantiotropic liquid crystalline and gelation properties have been synthesized and characterized. The molecules possessing longer alkyl substituents, OXD10 and OXD12, possess a pseudodisc shape and are capable of behaving as supergelators in nonpolar solvents, forming self-standing gels with very high thermal and mechanical stability. Notably the self-assembly of these molecules, which do not possess any hydrogen-bonding motifs normally observed in most reported supergelators, is driven purely by π-stacking interactions of the constituent molecules. The d-spacing ratios estimated from XRD analysis of OXD derivatives possessing longer alkyl chains show that the molecules are arranged in a columnar fashion in the mesogens and the self-assembled nanofibers formed in the gelation process.

摘要

一系列具有高度发光的基于噁二唑的二苯乙烯分子(OXD4、OXD8、OXD10 和 OXD12)已被合成并进行了特性研究,这些分子具有有趣的各向异性液晶和凝胶特性。具有较长烷基取代基的分子 OXD10 和 OXD12 具有拟碟状结构,能够在非极性溶剂中作为超凝胶剂,形成具有非常高的热和机械稳定性的自支撑凝胶。值得注意的是,这些分子的自组装不具有通常在大多数报道的超凝胶剂中观察到的氢键模式,而是纯粹由组成分子的π-堆积相互作用驱动。从具有较长烷基链的 OXD 衍生物的 XRD 分析估计的 d 间距比表明,在介晶中分子以柱状排列,并且在凝胶化过程中形成自组装的纳米纤维。

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