Two-dimensinal Molecular Self-assembly Yamaga Hiroyuki 1 Contents • Self-assembly • Two-dimensional self-assembly • Scanning tunneling microscope (STM) •Previous work •Two-dimensional chirality •My work 2 What’s Self-assembly Self-assembly : Self-assembly can be defined as the spontaneous organization of molecular units into ordered structures by non-covalent interactions. 3 Fujita, M. et al Angew. Chem. Int. Ed., 2004, 43, 5621-5625 Self-assembly on Two-dimensional Surface Self-Assembly Non-porous network Porous network application ·Pattern formation in few nanometer-scale ·Molecular electronics and data storage device The control of various kind of interaction is necessary. 4 Intermolecular interaction -Hydrogen bond interactionHydrogen bond interaction (水素結合相互作用) Lackinger, M.; Griessl, S.; Heckl, W. M.; Hietschold, M.; Flynn, G. W.; Langmuir, 2005, 21, 4984. 5 Intermolecular interaction -Van der waals interactionVan der waals interaction Bléger, D.; Kreher, D.; Mathevet, F.; Attias, A.-J.; Schull, G.; Huard, A.; Douillard, L.; Fiorini-Debuischert, C.; Charra, F. Angew. Chem. Int. Ed. 2007, 46, 7404–7407. Metal-ligand interaction, dipole-dipole interaction etc 6 Scanning Tunneling Microscope (STM) STM is a powerful instrument for imaging surfaces at the atomic level. electron Tip Tunneling current Sample Tunneling current 7 Scanning Tunneling Microscope (STM) Ji (tunneling current) Ji = Aexp(-Bd) Large change Ji : tunneling current A, B : constant d : distance d (distance) Small change Tip Sample 8 Previous Work Dehydrobenzo[12]annulene (DBA) derivative Uji-i, H.; Tobe, Y.; De Feyter, S. et al. J. Am. Chem. Soc. 2006, 128, 3502. Alkyl chain interdigitation 9 Two-dimensional Chirality Chirality Two-dimensional Chirality 10 My work DBA Self-assembly Self-assembly Right-handed Right-handed Left-handed Left-handed 11 My work Purpose of my work is to induce only right-handed honeycomb structures based on molecular design. Right-handed Left-handed Right-handed 12 Conclusion • Self-assembly is the spontaneous organization of molecular units into ordered structures by non-covalent interactions. • The control of 2D molecular self-assembly fabrication of nanometer-scale molecular device. enable the • The control of various kind of interaction is necessary in order to construct a complex molecular network. • 2D chirality can be evolve when objects are confined to two dimensions. 13
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