Various located urea and schiff-base bifunctional derivatives: Their gelation and Zn2+ sensing behaviors

The efficient combination of various moieties is helpful to develop organic functional molecules. Herein, three of urea and Schiff-base bifunctional derivatives (OG, MG and PG) were prepared from o/m/p-diaminobenzene respectively. Benefitting from the urea and Schiff-base, these derivatives revealed...

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Bibliographic Details
Published in:Dyes and pigments 2021-01, Vol.184, p.108846, Article 108846
Main Authors: Liu, Jie, Lei, Zhimei, Sun, He-Lue, Chen, Yu, Zhang, Xin, Xing, Li-Juan, Yu, Haitao
Format: Article
Language:English
Subjects:
Bifunctional derivatives
Gelation
Supramolecular chemistry
Visual recognition
Zn2+ ion
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Summary:The efficient combination of various moieties is helpful to develop organic functional molecules. Herein, three of urea and Schiff-base bifunctional derivatives (OG, MG and PG) were prepared from o/m/p-diaminobenzene respectively. Benefitting from the urea and Schiff-base, these derivatives revealed satisfactory gelation capacity. However, the various locations of urea and imine paved them markedly different assembly performances during the gel formation. Additionally, these functional molecules displayed obvious “off-on” fluorescence sensing behaviors towards Zn2+ in solution ascribing to the imine and neighbor phenolic hydroxyl, among which the MG displayed the best Zn2+ selectivity. Crucially, the MG also realized Zn2+ probing at cellular level and its gel gave a visual detection via the gel-sol transition. [Display omitted] •Three of urea and Schiff-base bifunctional derivatives were synthesized as gelators and Zn2+ chemosensors.•These derivatives gave satisfactory gelation capacity, while the various positions pave them diverse assembly behaviors.•The MG realized the Zn2+ detection in solution, in living cells and in gel state.
ISSN:0143-7208
1873-3743
DOI:10.1016/j.dyepig.2020.108846