Supramolecular helical nanostructures from self-assembly of coil–rod–coil amphiphilic molecules incorporating the dianthranide unit

Abstract

Coil–rod–coil amphipathic oligomers composed of a rigid dianthranide unit and a hydrophilic branched oligoether as the coil segment were synthesized. These amphiphilic molecules self-assemble into clew-like aggregates composed of fibres or helical nanofibers in aqueous solution. Subsequently, supramolecular polymers were produced from the above objects through charge-transfer interactions by adding 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (4F-TCNQ). Interestingly, temperature-sensitive supramolecular chirality was induced by lateral methyl units located at the interface of the rigid and flexible segments. However, upon addition of the electron-acceptor molecule, 4F-TCNQ, strong donor–acceptor interactions restrict any change in supramolecular chirality with temperature.