The photoresponsive oligomerisation and polymerization behaviours of the E and Z isomers of I-III have been characterized by DOSY NMR and viscosity studies. This allowed assessment on the effects of geometric orientation and strength of hydrogen-bonding sites on ring-chain equilibria in the context of a comment photoswitchable scaffold. At concentrations below 24 mM, a cyclic hydrogen-bonded monomer dominates for (Z)-I whereas the linear nonhydrogen-bonded form is preferred for (E)-I. At concentrations above 24 mM both (Z)-I and (E)-I undergoes a shift in the ring-chain equilibria toward oligomers, but hydrogen-bonding is too weak to form polymers. II is able to form significantly larger molecules than I due to the higher association constant between the HBMs (Ka = v Kdim = in chloroform). From viscosity and DOSY studies, it appears that below 24 mM II is able to switch in preference between cyclic monomers {(Z)-II} and dimers {(Z)-II} as the dominant species. Above 24 mM larger assemblies form: it was possible to switch between a more compact/shorter assembly for (Z)-II and larger/longer assembly with higher viscosity for (E)-II in response to visible light, highlighting the important role of conformation in the assembly of these supramolecular foldamers. We note that a distribution of E and Z isomers is present at the photostationary state, however this points to four dominant states cyclic monomer or dimer at low concentration and compact or extended supramolecular foldamer at high concentration. III, incorporating a quadruply hydrogen-bonded heterodimer represents the first photoswitchable AB type hydrogen-bonded supramolecular polymer. Whilst the behaviour for III is further complicated by competition between DAN•UPy heterodimerization and UPy•Upy homodimerization, four dominant states are observed as is the case for II, however longer supramolecular foldamers form with higher viscosity pointing to the importance of hydrogen-bond strength in regulating assembly. Taken together this visible light responsive concentration and photoswitching (Fig. ) offers opportunities for regulation of more complex functions, an objective we will pursue in future research.