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Supramolecular self-assembly of two-component systems comprising aromatic amides/Schiff base and tartaric acid

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Abstract

The gelating properties and thermotropic behaviors of stoichiometric mixtures of aromatic amides 1, 2, and the aromatic Schiff base 3 with tartaric acid (TA) were investigated. Among the three gelators, 2-TA exhibited superior gelating ability. Mixture 2-TA exhibits a smectic B phase and an unidentified smectic mesophase during both heating and cooling runs. The results of Fourier transform infrared spectroscopy and X-ray diffraction revealed the existence of hydrogen bonding and π-π interactions in 2-TA systems, which are likely to be the dominant driving forces for the supramolecular self-assembly. Additionally, it was established that all of the studied gel self-assemblies and mesophases possess a lamellar structure. The anion response ability of the tetrahydrofuran gel of 2-TA was evaluated and it was found that it was responsive to the stimuli of F−,Cl−,Br−,I−, AcO−.

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Acknowledgements

This work was supported by the Natural Science Foundation of Tianjin (No. 15JCYBJC20100).

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Authors and Affiliations

  1. Key Laboratory of Systems Bioengineering (Ministry of Education), School of Chemical Engineering and Technology, Tianjin University, Tianjin, 300350, China

    Xin Wang, Wei Cui, Bin Li, Xiaojie Zhang, Yongxin Zhang & Yaodong Huang

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  1. Xin Wang
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  2. Wei Cui
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  3. Bin Li
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  4. Xiaojie Zhang
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  5. Yongxin Zhang
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  6. Yaodong Huang
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Correspondence to Yaodong Huang.

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Wang, X., Cui, W., Li, B. et al. Supramolecular self-assembly of two-component systems comprising aromatic amides/Schiff base and tartaric acid. Front. Chem. Sci. Eng. 14, 1112–1121 (2020). https://doi.org/10.1007/s11705-019-1865-5

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  • DOI: https://doi.org/10.1007/s11705-019-1865-5

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