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Chemically controlled self-assembly behaviors of dibenzo-24-crown-8 bearing ammonium salt moiety

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Abstract

A novel [c2] daisy chain was successfully constructed by the hermaphroditic monomer of dibenzo[24]-crown-8 (DB24C8) derivative bearing secondary ammonium salt (1) from the analysis of the solution-phase behavior of parent monomers and single-crystal X-ray analysis. 1H NMR spectroscopy was employed to show that the crown ether moiety and the secondary ammonium salt unit underwent acid–base and alkali metal cation dependent switches. The complexation behavior of this hermaphroditic monomer in the solution was further demonstrated to exhibit the controlled photophysical behavior as a reversible luminescent switch in the presence of acids or bases. Solid morphology was determined by SEM.

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Funding

This work was supported by the National Natural Science Foundation of China (NSFC) (Grant No. 21978067), Natural Science Foundation of Hebei Province (Grant No. C2021208024, B2020208085) and Program of Introducing Talents and Wisdom of Hebei Province.

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Authors and Affiliations

  1. College of Sciences, Hebei University of Science and Technology, Shijiazhuang, 050018, People’s Republic of China

    Xia Tian, Jianrong Han, Sheng wei Zhou, Yupeng Wang, Yuting Li, Chengbin Wang & Wei Su

  2. State Key Laboratory Breeding Base, Hebei Laboratory of Molecular Chemistry for Drug, Hebei University of Science and Technology, Shijiazhuang, 050018, People’s Republic of China

    Shouxin Liu

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  1. Xia Tian
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  2. Jianrong Han
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Xia Tian ,shengwei Zhou, Yupeng Wang , Yuting Li, Chengbin Wang, Wei Su , these authors participated in the preparation, separation and property testing of the experimental compounds in the thesis. Jianrong Han and Shouxin Liu were involved in the writing and revision of the manuscript 。

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Tian, X., Han, J., Zhou, S.w. et al. Chemically controlled self-assembly behaviors of dibenzo-24-crown-8 bearing ammonium salt moiety. J Incl Phenom Macrocycl Chem 103, 441–450 (2023). https://doi.org/10.1007/s10847-023-01208-y

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