Molecular bilayer-based superstructures of a fullerene-carrying ammonium amphiphile: structure and electrochemistry.
The synthesis of a water-soluble C60-carrying single-chain ammonium amphiphile, 10- (N-methyl-2-fulleropyrrolidyl)decyltrimethylammonium bromide (1) as well as the characterization of aqueous solutions and cast films of 1 are described. X-ray diffraction study suggests that cast films of 1 form a multilayer structure based on biomembrane-like molecular bilayers. Electron microscopy has revealed that 1 produces both fibrous and disk-like aggregates with 10-12 nm of thickness through self-organization of 1 in aqueous solution. Differential scanning calorimetry, dynamic light scattering, FTIR, and UV-visible absorption studies were also carried out to characterize aqueous solutions and cast films of 1. Electrochemistry for an aqueous solution and for cast films of just 1 and 1 incorporated in lipid films on electrodes was conducted. It was found that films of just 1 and of 1/lipid cast on electrodes showed electron transfer reactions leading to the generation of the fullerene dianion or trianion. In contrast, electrochemistry of aqueous solution of 1 at a bare electrode gives a cathodic current near -0.5 to -0.6 V against SCE; however, an anodic current for the solution did not appear.
Nakashima
N
N
Department of Applied Chemistry, Faculty of Engineering, Nagasaki University, Bunkyo, Japan. nakasima@net.nagasaki-u.ac.jp
Ishii
T
T
Shirakusa
M
M
Nakanishi
T
T
Murakami
H
H
Sagara
T
T
D002244:Carbon / Q000737:chemistry; D004563:Electrochemistry; D004579:Electron Transport; D037741:Fullerenes; D008567:Membranes, Artificial; D008854:Microscopy, Electron; D008958:Models, Molecular; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013501:Surface-Active Agents / Q000737:chemistry*
C426603:10-(N-methyl-2-fulleropyrrolidyl)decyltrimethylammonium bromide; D037741:Fullerenes; D008567:Membranes, Artificial; D011759:Pyrrolidines; D000644:Quaternary Ammonium Compounds; D013501:Surface-Active Agents; D002244:Carbon; C069837:fullerene C60