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Host−guest inclusion systems of nicotine with acyclic cucurbit[n]urils for controlled heat releases

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Abstract

The thermal stability and slow release of nicotine are crucial to its shelf-life and applications. In this article, three kinds of acyclic cucurbit[n]urils (ACBs) were synthesized with cation or anion arms, benzene or naphthalene wall, aiming to handily adjust the binding ability of ACBs. The complexation behaviors and binding affinity of nicotine with ACBs in aqueous and solid state were investigated via fluorescence spectroscopy, NMR, XRD, FT−IR and DSC, which revealed the formation of host−guest inclusion systems with different stability constants (Ks). The heat-controlled release in solid state of the complexes were studied via 1H NMR spectra and TGA. Compared to nicotine, the complexes exhibited less volatility, longer retention time, better water solubility and heat-controlled release. It is our special interest to explore the binding behaviors of all kinds of ACBs with nicotine, controlled heat releases of nicotine with ACBs, which will provide a useful approach to achieve novel formulation of nicotine inclusion complexes used for products including nicotine with controlled heat releases.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (NNSFC), (No. 21961017 and 21642001), and and the Science and Technology Project of China Tabacoo Yunnan Industrial Co. (No. 2019YL01), which are gratefully acknowledged.

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Author notes

  1. Jing Liu, Liyuan Chen and Gaofeng Dong have contributed equally to this work.

Authors and Affiliations

  1. R&D Center of China Tobacco Yunnan Industrial Co., Kunming, 650231, People’s Republic of China

    Jing Liu, Gaofeng Dong & Baoxing Wang

  2. Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650500, People’s Republic of China

    Liyuan Chen, Jing Yang, Panyong Zhu, Xiali Liao & Bo Yang

Authors
  1. Jing Liu
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  2. Liyuan Chen
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  3. Gaofeng Dong
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  4. Jing Yang
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  5. Panyong Zhu
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  6. Xiali Liao
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  7. Baoxing Wang
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  8. Bo Yang
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Correspondence to Baoxing Wang or Bo Yang.

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Liu, J., Chen, L., Dong, G. et al. Host−guest inclusion systems of nicotine with acyclic cucurbit[n]urils for controlled heat releases. J Incl Phenom Macrocycl Chem 100, 197–207 (2021). https://doi.org/10.1007/s10847-021-01073-7

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  • DOI: https://doi.org/10.1007/s10847-021-01073-7

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