ABSTRACT
Novel π-extended conjugated amphiphiles composed of a hydrophilic section of two quaternary ammonium groups and p-phenylene ethynylene with adjustable alkyl chain hydrophobic section were prepared by a multistep synthesis. These dicationic amphiphiles showed good water solubility and formed a tubular assembly in water. The evidence for the nanotubular comes from direct optical and TEM observations. A strong π-π stacking interaction between neighboring molecules, as evidenced by the red-shift and self-quenching in fluorescence, is proposed for the self-assembly. At the same time, dehydration of the bromide led to strong counterion condensation in headgroups, which resulted in the small curvature structure of the nanotubes. A bilayer lamellar structural model for the organic nanotube is proposed, and a reasonable structural model based on the experimental XRD pattern, as well as cell constants, is proposed.
Subject(s)
Alkynes/chemical synthesis , Ethers/chemical synthesis , Fluorescent Dyes/chemical synthesis , Nanotubes/chemistry , Alkynes/chemistry , Cations/chemical synthesis , Cations/chemistry , Crystallography, X-Ray , Ethers/chemistry , Fluorescent Dyes/chemistry , Hydrophobic and Hydrophilic Interactions , Models, Molecular , Molecular Structure , Particle Size , Surface PropertiesABSTRACT
[chemical reaction: see text]. A variety of phosphorous compounds such as secondary phosphines, phosphine oxides, phosphinates, and phosphonates undergo addition to [60]fullerene in DMSO/C6H5Cl without extraneous reagents to produce hydrophosphorylated fullerene derivatives in moderate to high yield.
