Supramolecular assemblies of a 1, 8-naphthalimide conjugate and its aggregation-induced emission property. Issue 9 (26th November 2020)

• Record Type: Journal Article
• Authors: Misra, Souvik; Singh, Pijush; Das, Ankita; Brandão, Paula; Sahoo, Pathik; Sepay, Nayim; Bhattacharjee, Gourab; Datta, Pallab; Mahapatra, Ajit K.; Satpati, Biswarup; Nanda, Jayanta
• Is Part Of: Materials advances. Volume 1:Issue 9(2020)
• Page Start: 3532
• Page End: 3538
• Publication Date: 2020-11-26
• Subjects: 620.11
• DOI: 10.1039/d0ma00584c
• Languages: English
• ISSNs: 2633-5409

Abstract

Abstract : Here, we are reporting for the first time a simple naphthalimide derivative that undergoes assembly in the J-type manner in the solid, solution and gel state. It shows the aggregation-induced emission property and has been used for cell imaging. Abstract : The aggregation-induced emission (AIE) property has attracted considerable research interest since its discovery. Several small molecule-based AIE fluorogens (AIEgens) have shown unique properties. In this work, we are reporting for the first time a 1, 8-naphthalimide (NMI) conjugate of a dipeptide, which is found to exhibit J-type aggregation in the solid and solution state, and also in the gel state. Unsubstituted naphthalimide units usually exhibit aggregation-caused quenching due to face-to-face stacking compared to ring-substituted (V-shaped) derivatives. Here, the amide hydrogen bonding interaction present in the molecule guides the packing of unsubstituted naphthalimide units in the crystal structure and it is consistent with J-type aggregation. The self-assembly and gelation properties of the NMI derivative were studied in several pure and water-miscible mixed solvents. In the mixed solvents, gelation is caused by the anti-solvent effect. Aggregation-induced emission properties were observed upon addition of water in the water-miscible solvent solutions of the gelator. Finally, the AIE property of the NMI-peptide conjugate was used extensively for live-cell imaging.