Nano‐sized toroids and lemniscates assembled from self‐organization of a <i>C</i><scp><sub>3</sub></scp>‐symmetry organogelator
Abstract A novel C ₃‐symmetric organogelator based on a tris(triazolylmethyl)benzene core functionalized with three long‐chain pyridine‐2,6‐dicarboxamide branches has been successfully synthesized using a straightforward and modular “click chemistry” approach. This design enables efficient molecular construction while allowing for precise control over supramolecular functionality. The resulting molecule exhibits robust self‐assembly behavior, driven by a synergistic interplay of noncovalent interactions, including intermolecular hydrogen bonding, π–π stacking between aromatic moieties, and van der Waals forces among the flexible alkoxyl chains. Upon self‐organization in suitable solvents, the organogelator forms a three‐dimensional network that immobilizes the liquid phase, resulting in gelation. Advanced imaging techniques such as atomic force microscopy and fluorescence microscopy reveal the formation of intricate supramolecular nanostructures, including lemniscate (figure‐eight) and toroidal morphologies, underscoring the unique self‐assembly capabilities associated with the compound 1. These findings not only demonstrate the potential of triazole‐linked aromatic cores integrated with long‐chain pyridine‐2,6‐dicarboxamides as versatile scaffolds for supramolecular gelators but also highlight their promise for applications in nanomaterials, soft matter, and functional supramolecular architectures.
Authors
- Kai‐Chi Chang (ORCID: https://orcid.org/0000-0002-5185-7448)
- Shih‐Sheng Sun (ORCID: https://orcid.org/0000-0001-5515-5059)
- Mandy M. Lee
- Ashutosh S. Singh (ORCID: https://orcid.org/0000-0003-2696-5030)
- Sie‐Rong Li (ORCID: https://orcid.org/0000-0002-2822-1185)
- Meng‐Shiue Tsai
- Joseph Jen‐Tse Huang (ORCID: https://orcid.org/0000-0003-4847-7126)
- Ruei‐Yu He (ORCID: https://orcid.org/0000-0001-7444-8754)
Institutions
- Maharishi Markandeshwar University, Mullana (IN)
- National Chi Nan University (TW)
- Institute of Chemistry, Academia Sinica (TW)
Publication Details
- Journal
- Journal of the Chinese Chemical Society
- Published
- 2025-08-20
- DOI
- https://doi.org/10.1002/jccs.70079
- Primary Topic
- Supramolecular Self-Assembly in Materials
- Type
- article
- Field-Weighted Citation Impact
- 0.00