Formation of water-dispersible nanotubular graphitic assembly decorated with isothiouronium ion groups and its supramolecular functionalization.
A newly designed Gemini-shaped hexabenzocoronene amphiphile (1), carrying an isothiouronium ion-appended side chain, self-assembles in CH2Cl2 to form a nanotubular object, whose graphitic wall is densely covered by a positively charged molecular layer of isothiouronium ion pendants. The graphitic nanotube can be dispersed uniformly in aqueous media owing to effective hydration as well as electrostatic repulsion. Post-supramolecular functionalization of the nanotube surface is possible, without disruption of the tubular morphology, by taking advantage of a specific interaction of the isothiouronium ion pendants with oxoanion guests. Mixing with sodium poly(4-styrenesulfonate) results in wrapping of the nanotube, while complexation with an electron-accepting oxoanion such as anthraquinone carboxylate allows photoinduced electron transfer from the graphitic wall to the bound guest molecules.
Zhang
Guanxin
G
ERATO-SORST Nanospace Project, Japan Science and Technology Agency (JST), National Museum of Emerging Science and Innovation, 2-41 Aomi, Koto-ku, Tokyo 135-0064, Japan.
Jin
Wusong
W
Fukushima
Takanori
T
Kosaka
Atsuko
A
Ishii
Noriyuki
N
Aida
Takuzo
T
D000880:Anthraquinones / Q000737:chemistry; D004579:Electron Transport; D007477:Ions; D007550:Isothiuronium / Q000737:chemistry*; D008855:Microscopy, Electron, Scanning; D046529:Microscopy, Electron, Transmission; D015394:Molecular Structure; D037742:Nanotubes, Carbon / Q000737:chemistry*; D011137:Polystyrenes / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D014867:Water / Q000737:chemistry*
D000880:Anthraquinones; D007477:Ions; D037742:Nanotubes, Carbon; D011137:Polystyrenes; D014867:Water; D007550:Isothiuronium