Tuning Aggregation‐Induced Emission of 2,3‐Napthalimide by Employing Cyclodextrin Nanocavities

Abstract

Aggregation‐induced emissive properties of an environment sensitive 2,3‐Napthalimide based intramolecular charge‐transfer dye in water at neutral pH has been investigated. Further, a reversible tuning of aggregation‐induced optical properties using Cyclodextrin encapsulation is presented. This method has the potential for tuning the optical properties of other chromophoric molecules by varying the cavity size of macrocyclic host molecule.

Tailoring Emission Properties Using Macrocyclic Nanocavities via Guest Interplay in Aqueous Solution

“…Evidently, the unique fluorescence band at around 435 nm is due to the aggregation, which occurs only at a higher concentration in the bad solvent (see Figure S4). Our experimental result confirms that the complexation between γ ‐CD and PRO is 1:2 rather than 2:1, which has been reported in the literature so far . Stoichiometry between PRO and γ ‐CD was further confirmed by mass spectrometry (as shown in Figure S5).…”

“…Our experimental result confirms that the complexation between g-CD and PRO is 1:2 rather than 2:1, which has been reported in the literature so far. [21,26,28] Stoichiometry between PRO and g-CD was further confirmed by mass spectrometry (as shown in Figure S5). To validate our hypothesis, we performed a binding titration with b-CD, which possess a smaller cavity volume compared to g-CD and can accommodate only one PRO, as confirmed by the blue-shifted fluorescence band at 500 nm ( Figure S6).…”

“…Reversibility of a supramolecular assembly caused by its inherent dynamic nature provides a desirable tunability in the system, which can be engineered and utilized to assemble and disassemble spontaneously in response to external triggers. This reversible nature of non‐covalent interactions in a host‐guest complex can be tugged by unsettling the equilibrium between interacting molecules . In fact, there are a couple of popular ways to accomplish this.…”

Multicoloured Thiophene Based AIEgens: Single Crystal Structure Elucidation, Spectral Behaviour and DFT Studies

“…Owing to the synthetic flexibility and the strong polarizability of the sulfur atoms giving rise to strong S–S and S—π intermolecular interactions for contributing high charge mobility,, thiophene based materials have been the focus of research. Researchers have extensively studied the AIE effect of various organic molecules and validated by photophysical, electrochemical and DFT studies . Suitable substitution of electron donating and electron withdrawing substituents on the aromatic ring covalently linked to the thiophene moiety, leads to multitudes of emission with varying intensity.…”

“…Researchers have extensively studied the AIE effect of various organic molecules and validated by photophysical, electrochemical and DFT studies. [40][41][42][43][44][45][46][47] Suitable substitution of electron donating and electron withdrawing substituents on the aromatic ring covalently linked to the thiophene moiety, leads to multitudes of emission with varying intensity. With this in view, a series of nine derivatives have been synthesized by Schiff base condensation reaction of thiophene carboxylic acid hydrazide and various substituted aromatic aldehydes.…”