Issue 14, 2010

Self-assembly of novel fluorescent silole derivatives into different supramolecular aggregates: fibre, liquid crystal and monolayer

Abstract

Two novel organogelators based on 2,3,4,5-tetraphenylsilole functionalized with long-chain alkoxydiacylamido platforms (1a and 1b) were synthesized. The silole derivatives induced gelation of only hydrocarbon solvents and showed aggregation-induced emission (AIE) in the gel state, in contrast to very weak emission in solution. The polarized optical microscopic (POM) and field emission scanning electron microscopy (FE-SEM) studies exhibited that the xerogels formed fibrous structures. Hydrogen bonding and π-stacking interactions were the main driving forces for the formation of organogels, based on the FT-IR and absorption investigations. Differential scanning calorimetry (DSC) and POM studies indicated that both compounds 1a and 1b exhibited stable liquid crystalline (LC) phases over a wide temperature range. It is interesting that uniform and well-ordered monolayers were also obtained for both compounds on the HOPG surface. The new silole derivatives are quite unique because they can self-assemble into one-dimensional (fibres), three-dimensional (liquid crystal) and even two-dimensional (molecular monolayer) aggregates.

Graphical abstract: Self-assembly of novel fluorescent silole derivatives into different supramolecular aggregates: fibre, liquid crystal and monolayer

Supplementary files

Article information

Article type
Paper
Submitted
08 Dec 2009
Accepted
30 Mar 2010
First published
20 May 2010

Soft Matter, 2010,6, 3195-3201

Self-assembly of novel fluorescent silole derivatives into different supramolecular aggregates: fibre, liquid crystal and monolayer

J. Wan, L. Mao, Y. Li, Z. Li, H. Qiu, C. Wang and G. Lai, Soft Matter, 2010, 6, 3195 DOI: 10.1039/B925746B

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