Self-assembly of the amphiphilic π-conjugated carbenium ion ATOTA-1(+) in aqueous solution selectively leads to discrete and highly stable nanotubes or nanoribbons and nanorods, depending on the nature of the counterion (Cl(-) vs. PF6(-), respectively). The nanotubes formed by the Cl(-) salt illustrate an exceptional example of a structural well-defined (29±2 nm in outer diameter) unilamellar tubular morphology featuring π-conjugated functionality and high stability and flexibility, in aqueous solution.
The formation of uniform and highly stable unilamellar vesicles (ULVs) and the theory behind it are ongoing tasks within the vesicle community. Herein, we report the formation of highly stable, fluorescent, and unimodal 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) based ULVs with an average size of ~100 nm, as determined by cryogenic transmission electron microscopy (cryo-TEM) and dynamic light scattering (DLS). The ULVs are formed by mixing a two-component powder mixture or mixed lipid film of DMPC and 5 mol % of a novel amphiphilic carbenium salt, sodium 2-didecylamino-6,10-bis(N-methyltaruino)-4,8,12-trioxatriangulenium (Na-DSA) in aqueous solution when subjected to shaking. We propose that the high stability and the unimodal size distribution of the 5% DSA ULVs confirmed by DLS studies are a product of spontaneous curvature. UV-vis absorption/emission studies reveal that the structure of DSA promotes a strong interaction between the DMPC and the DSA to take place due to the complementary charge distribution of the DSA and DMPC head groups. The strong interaction may introduce an asymmetric amphiphile composition in the inner and outer leaflet of the bilayer which drives the spontaneous curvature.
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