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Aggregation‐Induced Emission of Naphthalene Diimides: Effect of Chain Length on Liquid and Solid‐Phase Emissive Properties

Alberto Insuasty, Serena Carrara, Jiao Xuechen, Christopher R. McNeill, Conor F. Hogan, Steven J. Langford

2024Chemistry - An Asian Journal16 citationsDOIOpen Access PDF

Abstract

The aggregation-induced emission (AIE) properties of a systematic series of naphthalene diimides (NDIs) varying the chain length at the imide positions have been studied. A solvophobic collapse of NDI units through the flash injection of THF NDI solutions in sonicating water triggers the formation of stable suspensions with enhanced fluorescence emissions. Shorter chains favor the π-π stacking of NDI units through H-aggregation producing a strong AIE effect showing remarkably high quantum yields that have not been observed for non core-substitued NDIs previously. On the other hand, NDIs functionalized with longer chains lead to more disordered domains where π-π stacking between NDI units is mainly given by J-aggregation unfavoring the AIE effect.

Topics & Concepts

NaphthaleneAggregation-induced emissionPhase (matter)Materials scienceChemistryPhotochemistryOrganic chemistryFluorescenceOpticsPhysicsLuminescence and Fluorescent MaterialsOrganic Light-Emitting Diodes ResearchMolecular Sensors and Ion Detection
Aggregation‐Induced Emission of Naphthalene Diimides: Effect of Chain Length on Liquid and Solid‐Phase Emissive Properties | Litcius