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Chemical Modification ( 化学修飾 ) of Graphene

Chemical Modification ( 化学修飾 ) of Graphene. Tobe Lab. M1 Kosuke Hada. Contents. Graphene Self-assembly of Molecules My Work. Graphene Self-assembly of Molecules My Work. Graphene. Graphite. Graphene. Graphene. Graphene was isolated by using adhesive tape.

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Chemical Modification ( 化学修飾 ) of Graphene

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  1. Chemical Modification (化学修飾)of Graphene Tobe Lab. M1 KosukeHada

  2. Contents • Graphene • Self-assembly of Molecules • My Work • Graphene • Self-assembly of Molecules • My Work

  3. Graphene Graphite Graphene

  4. Graphene Graphene was isolated by using adhesive tape. Novoselov and Geim won the Nobel Prizein 2010. Graphene Novoselov, K. S. et al. Science2004, 306, 666-669.

  5. Graphene • Properties of Graphene • ・Strength • ・Zero BandGap • ・Ultrahigh Carrier Mobility Zboril, R. et al. Chem. Rev. 2012, 112, 6156−6214. Touch Screens Sensor New Material Solar Cell

  6. Chemical Modification (化学修飾) of Graphene ・Adding molecule having useful propertiesto graphene We can add useful property to graphene ・Changing double bonding of graphene to single bonding double bonding: strong bonding single bonding : weak bonding • Carbon having double bonding: conductive • Carbon having no double bonding : non-conductive We can control strength and conductivity of graphene

  7. Example of Chemical Modification of Graphene 1. N2H4・H2O, pH 10 80 ゜C, 24 h 2. , rt, 1 h Graphene Oxide 酸化グラフェン R = Cl, NO2, OCH3, Br ←Photographs of supernatant N,N′-dimethylformamide(DMF)solutions (上澄み) obtained from dispersions of (a) graphene and (b) R = Br, (c) R = Cl, (d) R = NO2, and (e) R = OCH3after centrifugation (遠心分離) for 15 min at 3200 rpm Tour, J. M. et al. J. Am. Chem. Soc. 2008, 130, 16201-16206. Graphene modified can be dispersed (溶ける) in polar solvent such as N,N′-dimethylformamide (DMF)

  8. Functionalization With Diazirine of Graphene (高反応性) (付加反応) TEM Image of Functionalized Graphene Carbene Addition Workentin, M. S. et al.Langmuir2011, 27, 13261–13268.

  9. Problem of Chemical Modification of Graphene Non-regularmodification We can’t precisely control the property Regular modification is needed to control precisely the property

  10. Contents • Graphene • Self-assembly of Molecules • My Work

  11. Construction of Nano Structure on Surfaces Top-down approach (photolithography) Bottom-up approach (molecular self-assembly) light = molecules = photoresist Self-assembly = substrate = substrate About 100 nm scale 1~10 nm scale

  12. Tunneling current Mechanism of Scanning Tunneling Microscopy (STM)

  13. electron STM Ji (tunneling current) Ji = Aexp(-Bd) Largechange Ji : tunneling current A, B : constant d : distance Tip Tunneling current d (distance) Smallchange Sample Tip Sample

  14. Example of 2D Molecular Self-assembly STMImage of 2D Molecular Self-assembly at Alkanoic Acids/Graphite Interface Lackinger, M.; Griessl, S.; Heckl, W. M.; Hietschold, M.;Flynn, G. W.; Langmuir, 2005, 21, 4984.

  15. Honeycomb Structureof Dehydrobenzo[12]annulene (DBA) at the Liquid/Graphite Interface DBA = STM Imageof DBA on Graphite Self-Assembly at the Liquid/Solid Interface

  16. Honeycomb Structureof Dehydrobenzo[12]annulene (DBA) at the Liquid/Solid Interface Van der Waals Force between the Molecules and the Solid DBA Van der Waals Force between the Molecules = Self-Assembly at the Liquid/Solid Interface

  17. Honeycomb Structureof Dehydrobenzo[12]annulene (DBA) at the Liquid/Graphene Interface DBA = STM Imageof DBA on Single-Layer Graphene on Cu

  18. Characters of DBA = DBA • We can change the size of DBA and holes • Holes catch the another molecules Sensor

  19. Contents • Graphene • Self-assembly of Molecules • My Work

  20. Purpose of MyWork Carbene Diazirine Diazirine • Chemical stability of diazirine • Precursor of carbene • Photo-reaction under long wavelength Carbene • High reactivity • Labeling of biomolecules • Adding to graphene

  21. Purpose of MyWork = Diazirine Self-Assembly Graphene

  22. Purpose of MyWork hv Graphene

  23. Purpose of My Work Regularmodification We can precisely control the property

  24. STM Image of DBA at the Phenyl Octane/Graphite Interface Solvent : phenyloctane STM Imageof DBA 1 on Graphite 7.2 × 10-7 mol/L

  25. Summary • Graphene is considered as a prospective material because of its unique properties. • Chemical modification is used to control the properties of graphene and functionalize it • Self-assembly by non-covalent interactions is used to construct the ordered structures at the solid surface. • A purpose of my work is to establish an unique approach which makes periodic functionalization of graphene possible based on self-assemblies of molecules at the liquid/graphene interface and following the addition to the graphene.

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