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Open Access Nano Express

Self-assembly of organogels via new luminol imide derivatives: diverse nanostructures and substituent chain effect

Tifeng Jiao12*, Qinqin Huang1, Qingrui Zhang1*, Debao Xiao1*, Jingxin Zhou1 and Faming Gao1

Author affiliations

1 Hebei Key Laboratory of Applied Chemistry, School of Environmental and Chemical Engineering, Yanshan University, Qinhuangdao, 066004, China

2 State Key Laboratory of Solid Lubrication, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000, China

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Citation and License

Nanoscale Research Letters 2013, 8:278  doi:10.1186/1556-276X-8-278

Published: 10 June 2013

Abstract

Luminol is considered as an efficient sycpstem in electrochemiluminescence (ECL) measurements for the detection of hydrogen peroxide. In this paper, new luminol imide derivatives with different alkyl substituent chains were designed and synthesized. Their gelation behaviors in 26 solvents were tested as novel low molecular mass organic gelators. It was shown that the length and number of alkyl substituent chains linked to a benzene ring in gelators played a crucial role in the gelation behavior of all compounds in various organic solvents. Longer alkyl chains in molecular skeletons in present gelators are favorable for the gelation of organic solvents. Scanning electron microscope and atomic force microscope observations revealed that the gelator molecules self-assemble into different micro/nanoscale aggregates from a dot, flower, belt, rod, and lamella to wrinkle with change of solvents. Spectral studies indicated that there existed different H-bond formations and hydrophobic forces, depending on the alkyl substituent chains in molecular skeletons. The present work may give some insight to the design and characteristic of new versatile soft materials and potential ECL biosensors with special molecular structures.

Keywords:
Nanostructure; Self-assembly; Organogel; Luminol derivative; Substituent group effect