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Chiral Nanostructured Composite Films via Solvent-Tuned Self-Assembly and Their Enantioselective Performances

Chen, Kaiyue, Jiao, Tifeng, Li, Junkai, Han, Dongxue, Wang, Ran, Tian, Guangjun, Peng, Qiuming
Langmuir 2019 v.35 no.9 pp. 3337-3345
acids, chloroform, circular dichroism spectroscopy, composite films, composite materials, dimethylformamide, enantioselectivity, hydrogen bonding, nanomaterials, porphyrins, solvents
Chiral nanostructures exhibited distinctive functions and attractive applications in complex biological systems, which demonstrated the subject of many outstanding research studies. In this work, various hierarchical composite film nanostructures were designed via supramolecular self-assembly using chiral amphiphilic glutamate derivatives and achiral porphyrin derivatives and their macroscopic enantioselective recognition properties were investigated. We have found that intermolecular hydrogen-bonding interactions between water (donor and acceptor) and N,N-dimethylformamide (DMF) as well as chloroform (CHCl₃) (acceptor only) and DMF could subtly alter the molecular packing and significantly affected the supramolecular self-assembled nanostructures and triggered circular dichroism (CD) signal reversal. Present research work exemplified a feasible method to fabricate chiral flower-like and brick-like nanostructure films in different mixed solvents and large-scale chiral transfer from the molecular level to complex structures, which also provided a facile approach to identify certain l-/d-amino acids by means of contact angle detection using present obtained self-assembled composted films.