6-acylamino nicotinic acid-based hydrogelators applicable in phase selective gelation, reproducible mat formation and to
- PDF / 2,386,502 Bytes
- 16 Pages / 595.276 x 790.866 pts Page_size
- 82 Downloads / 138 Views
ORIGINAL PAPER
6‑acylamino nicotinic acid‑based hydrogelators applicable in phase selective gelation, reproducible mat formation and toxic dye removal Siddhartha Das1 · Sumita Roy1 Received: 17 December 2019 / Accepted: 29 May 2020 © Institute of Chemistry, Slovak Academy of Sciences 2020
Abstract Formation of nanofibers and nanovesicles in the self-assembled state of small amphiphilic molecules has applications in versatile fields such as tissue engineering, controlled delivery of drug molecules, etc. This paper demonstrated the self-aggregation behavior of three synthesized 6-acylamino nicotinic acid amphiphiles named 6-octanoylamino-nicotinic acid (OANA), 6-decanoylamino-nicotinic acid (DANA) and 6-dodecanoylamino-nicotinic acid (DDANA) in water and basic aqueous solution. The result showed that the amphiphiles successfully self-organize into vesicles and twisted ribbons in water. FT-IR study revealed existence of mixtures of handedness in the fibrous structures. CD spectroscopy and TEM study elucidated formation of chiral structures through aggregation. Results showed that DDANA forms thermoreversible hydrogel in aqueous solutions of NaOH and N a2CO3, whereas other two amphiphiles form hydrogel only in the presence of NaOH. Morphological investigation revealed that the hydrogel is formed due to self-assembly of fibrils of micron length. The elastic fibrillar networks are quite stable to external forces. Existence of bilayer columnar square packing arrangement in the self-assembled state was recognized by XRD measurement. Spectroscopy and theoretical studies established that hydrogen bonding interactions are responsible to self-assemble the amphiphilic molecules. The amphiphiles are efficient phase selective gelators of mineral oils in water–mineral oil mixtures and excellent remover of rhodamine 6G, eosin Y and rose bengal from water. The amphiphiles successfully create reproducible fiber mat applicable in tissue engineering field. Graphic abstract
Keywords Self-assembly · Twisted ribbon · Hydrogen bonding · Phase selective gelator · Fiber mat · Dye entrapment
Electronic supplementary material The online version of this article (https://doi.org/10.1007/s11696-020-01234-x) contains supplementary material, which is available to authorized users. Extended author information available on the last page of the article
13
Vol.:(0123456789)
Introduction Self-assembly of small molecules is a universal process of nature which plays a substantial role in the emergence, maintenance and progress of life (Lehn 1990; Whitesides et al. 1991; Luisi 2015). Although the principal emphasis of the research work on self-assembly of molecules focuses on diverse types of bio macromolecules, e.g., nucleic acids, proteins, polysaccharides or their copycats, the self-assembly formed by small molecules in various solvents has tremendous demands starting from foods to electronics. Dey et al. have published articles showing beautiful self-aggregation behaviors of amphiphiles in aqueous solutions. They have shown formation
Data Loading...
