Vesicular Nanostructure Formation by Self-Assembly of Anisotropic Penta-phenol-Substituted Fullerene in Water

• Published in: Langmuir 2015-12, Vol.31 (50), p.13600-13608
• Main Authors: Mohanta, Vaishakhi, Dey, Debayan, Ramakumar, Suryanarayanarao, Patil, Satish
• Format: Article
• Language: English
• ISSN: 0743-7463; 1520-5827
• DOI: 10.1021/acs.langmuir.5b03340

A study on self-assembly of anisotropically substituted penta-aryl fullerenes in water has been reported. The penta-phenol-substituted amphiphilic fullerene derivative [C60Ph5(OH)5] exhibited self-assembled vesicular nanostructures in water under the experimental conditions. The size of the vesicles was observed to depend upon the kinetics of self-assembly and could be varied from ∼300 to ∼70 nm. Our mechanistic study indicated that the self-assembly of C60Ph5(OH)5 is driven by extensive intermolecular as well as water-mediated hydrogen bonding along with fullerene–fullerene hydrophobic interaction in water. The cumulative effect of these interactions is responsible for the stability of vesicular structures even on the removal of solvent. The substitution of phenol with anisole resulted in different packing and interaction of the fullerene derivative, as indicated in the molecular dynamics studies, thus resulting in different self-assembled nanostructures. The hollow vesicles were further encapsulated with a hydrophobic conjugated polymer and water-soluble dye as guest molecules. Such confinement of π-conjugated polymers in fullerene has significance in bulk heterojunction devices for efficient exciton diffusion.