Stabilization of a kinetically favored nanostructure: surface ROMP of self-assembled conductive nanocoils from a norbornene-appended hexa-peri-hexabenzocoronene.
Newly designed norbornene-appended hexabenzocoronene 1 self-assembles, upon diffusion of an Et(2)O vapor into its CH(2)Cl(2) solution, to form either graphitic nanocoils or nanotubes, depending on the self-assembling conditions. The coiled assembly, selectively formed at 15 degrees C, is a kinetic intermediate for the tubular assembly and transforms into nanotubes on standing at 25 degrees C. However, post-ring-opening metathesis polymerization of the norbornene pendants of 1 enhances the thermal stability of the coiled assembly as well as the tubular one and disables a thermodynamic coil-to-tube transition. The polymerized nanocoils show an electroconductivity of 1 x 10(-)(4) S cm(-)(1) upon doping with I(2), while the nonpolymerized nanocoils are disrupted upon being doped.
Yamamoto
Takuya
T
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.
Fukushima
Takanori
T
Yamamoto
Yohei
Y
Kosaka
Atsuko
A
Jin
Wusong
W
Ishii
Noriyuki
N
Aida
Takuzo
T
D004058:Diffusion; D004553:Electric Conductivity; D004987:Ethers / Q000737:chemistry; D007700:Kinetics; D008752:Methylene Chloride / Q000737:chemistry; D046529:Microscopy, Electron, Transmission; D008956:Models, Chemical; D037742:Nanotubes, Carbon / Q000737:chemistry*; D009636:Norbornanes / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry*; D013057:Spectrum Analysis; D013816:Thermodynamics
D004987:Ethers; D037742:Nanotubes, Carbon; D009636:Norbornanes; D011083:Polycyclic Compounds; D011108:Polymers; C507240:hexa-peri-hexabenzocoronene; D008752:Methylene Chloride