Solvent and Surface/Interface Effect on the Hierarchical Assemblies of Chiral Aggregation-Induced Emitting Molecules.

Abstract

The core of aggregation-induced emitting (AIE) molecules was their aggregation behavior. It was, in essence, a self-assembly process driven by noncovalent interactions, which were governed not only by the chemical structures of the molecules but also by the conditions where the self-assemblies were formed. The self-assemblies of two AIE molecules, tetraphenylethene (TPE) derivatives carrying one valine attachment (TPE-Val) and two valine attachments (TPE-2Val), were studied. Both kinds of molecules self-assembled into supramolecular helical fibers with different handedness upon the addition of poor solvent to their solution. However, when deposited on air/water interface, both kinds of molecules formed aligned elementary helical fibers instead of supramolecular fibers. The lateral solvophobic effect exerted by water molecules caused a shift of the original noncovalent balance between molecules and solvent; thus, the supramolecular helical assemblies were unraveled into aligned helical elementary fibers. Similar elementary assemblies were formed on the surface of 3-aminopropyl triethoxysilane-modified mica, confirming the lateral solvophobic effect on the self-assemblies of the molecules.