Visible-light controlled supramolecular transformations of donor-acceptor Stenhouse adducts amphiphiles at multiple length-scale

[Display omitted] Designing responsive, adaptive, and dynamic supramolecular systems in water, the incorporation of photoresponsive units in amphiphilic molecular structures enables functional responses in a non-invasive way by using light. However, in aqueous media, vast majority of reported synthetic photoresponsive molecular amphiphiles are commonly driven by high energy and bio-damaging UV-light for supramolecular transformation at multiple length-scale. Herein, we present newly designed visible-light controlled supramolecular assembly of donor-acceptor Stenhouse adducts amphiphiles (DA) with excellent stability and solubility in aqueous media. The excellent photoswitchability in organic media and photoresponsiveness in aqueous media driven by visible-light are found, as confirmed with UV–vis absorption and NMR spectroscopies. Supramolecular assembly at multiple length-scale of DAs is investigated with electron microscopies and X-ray diffraction to show large aspect-ratio of nanostructures assembled into macroscopic soft scaffolds. Upon visible-light irradiation, the large geometrical transformation of DAs enables supramolecular transformations, and subsequently destabilizes the macroscopic soft scaffold to release fluorophores from the scaffolds. These results provide the feasibility in developing the next generation of visible-light controlled macroscopic soft functional scaffold from supramolecular assembly across multiple length-scale without and offer ample opportunity to design future soft robotic materials and functional biomaterials.