Sugars are natural and environmentally benign substances,
which
can offer various hydroxyl groups. The understanding of details of
the hydroxyl interactions in the hydrophilic groups of sugar-based
surfactants, as well as the related properties, is still indistinct.
Here, novel d-gluconic acetal surfactants with bicyclic and
monocyclic structures in the head group were designed and synthesized.
The obtained surfactant with a bicyclic architecture exhibited excellent
foamability and a multistimulus-responsive behavior toward foam stabilization.
In addition, the control of foamability from defoaming and foaming
could be achieved by changing pH values or bubbling gas of CO2/N2. To explore the structural effects such as
hydroxyl groups and rigidity of the head group on the properties of
sugar-based surfactants, another kind of amphiphilic molecule with
various OH– groups and a monocycle in the head group was designed
for comparison. These two series of amphiphilic molecules both exhibited
good surface activity. However, only the d-gluconic acetal
surfactant with a bicyclic structure and a smaller number of OH–
groups exhibited excellent foamability. Further studies showed that
the foam behaviors were attributed to the conformation and arrangement
of the surfactant molecule at the surface layer with the assistance
of hydrogen bonds formed by hydroxyl groups and H2O molecules.
In addition, the surfactant could provide an environmentally friendly
foamer in many potential applications.