Ultrafast room-temperature reduction of graphene oxide to graphene with excellent dispersibility by lithium naphthalenide

Carbon

Volumn 63, Issue , 2013, Pages 165-174

  Jung, Haesol ^a   Yang, Seung Jae ^a   Kim, Taehoon ^a   Kang, Jong Hun ^a   Park, Chong Rae ^a  

^a Seoul National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

AMBIENT CONDITIONS; DISPERSIBILITIES; ELEVATED TEMPERATURE; GRAPHENE OXIDES; REDUCED GRAPHENE OXIDES; ROOM TEMPERATURE; STABLE DISPERSIONS; WASHING CONDITIONS;

HYDROPHILICITY; LITHIUM; REDUCING AGENTS; REDUCTION;

GRAPHENE;

EID: 84881613920     PISSN: 00086223     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbon.2013.06.068     Document Type: Article

References (63)

1. 2/graphene nanoporous electrodes with three-dimensionally delaminated flexible structure Nano Lett 9 1 2008 72 75
2. W. Lv, D.-M. Tang, Y.-B. He, C.-H. You, Z.-Q. Shi, and X.-C. Chen Low-temperature exfoliated graphenes: vacuum-promoted exfoliation and electrochemical energy storage ACS Nano 3 11 2009 3730 3736
3. J.E. Kim, T.H. Han, S.H. Lee, J.Y. Kim, C.W. Ahn, and J.M. Yun Graphene oxide liquid crystals Angew Chem Int Ed 50 13 2011 3043 3047
4. T.H. Han, Y.-K. Huang, A.T.L. Tan, V.P. Dravid, and J. Huang Steam etched porous graphene oxide network for chemical sensing J Am Chem Soc 133 39 2011 15264 15267
5. L. Qu, Y. Liu, J.-B. Baek, and L. Dai Nitrogen-doped graphene as efficient metal-free electrocatalyst for oxygen reduction in fuel cells ACS Nano 4 3 2010 1321 1326
6. D.A. Dikin, S. Stankovich, E.J. Zimney, R.D. Piner, G.H.B. Dommett, and G. Evmenenko Preparation and characterization of graphene oxide paper Nature 448 7152 2007 457 460
7. X. Wang, L. Zhi, and K. Mullen Transparent, conductive graphene electrodes for dye-sensitized solar cells Nano Lett 8 1 2007 323 327
8. K.S. Novoselov, A.K. Geim, S.V. Morozov, D. Jiang, Y. Zhang, and S.V. Dubonos Electric field effect in atomically thin carbon films Sci 306 5696 2004 666 669
9. A.N. Obraztsov Chemical vapour deposition: making graphene on a large scale Nat Nanotechnol 4 4 2009 212 213
10. M. Eizenberg, and J.M. Blakely Carbon monolayer phase condensation on ni(1 1 1) Surf Sci 82 1 1979 228 236
11. P. Sutter Epitaxial graphene: how silicon leaves the scene Nat Mater 8 3 2009 171 172
12. C. Berger, Z. Song, X. Li, X. Wu, N. Brown, and C. Naud Electronic confinement and coherence in patterned epitaxial graphene Science 312 5777 2006 1191 1196
13. S. Stankovich, D.A. Dikin, R.D. Piner, K.A. Kohlhaas, A. Kleinhammes, and Y. Jia Synthesis of graphene-based nanosheets via chemical reduction of exfoliated graphite oxide Carbon 45 7 2007 1558 1565
14. W. Gao, L.B. Alemany, L.J. Ci, and P.M. Ajayan New insights into the structure and reduction of graphite oxide Nat Chem 1 5 2009 403 408
15. X.B. Fan, W.C. Peng, Y. Li, X.Y. Li, S.L. Wang, and G.L. Zhang Deoxygenation of exfoliated graphite oxide under alkaline conditions: a green route to graphene preparation Adv Mater 20 23 2008 4490 4493
16. J.O. Hwang, J.S. Park, D.S. Choi, J.Y. Kim, S.H. Lee, and K.E. Lee Workfunction-tunable, N-doped reduced graphene transparent electrodes for high-performance polymer light-emitting diodes ACS Nano 6 1 2011 159 167
17. S. Pei, J. Zhao, J. Du, W. Ren, and H.-M. Cheng Direct reduction of graphene oxide films into highly conductive and flexible graphene films by hydrohalic acids Carbon 48 15 2010 4466 4474
18. G. Wang, J. Yang, J. Park, X. Gou, B. Wang, and H. Liu Facile synthesis and characterization of graphene nanosheets J Phys Chem C 112 22 2008 8192 8195
19. Z.-J. Fan, W. Kai, J. Yan, T. Wei, L.-J. Zhi, and J. Feng Facile synthesis of graphene nanosheets via Fe reduction of exfoliated graphite oxide ACS Nano 5 1 2010 191 198
20. V. Dua, S.P. Surwade, S. Ammu, S.R. Agnihotra, S. Jain, and K.E. Roberts All-organic vapor sensor using inkjet-printed reduced graphene oxide Angew Chem Int Ed 49 12 2010 2154 2157
21. A. Kumar, A.L.M. Reddy, A. Mukherjee, M. Dubey, X. Zhan, and N. Singh Direct synthesis of lithium-intercalated graphene for electrochemical energy storage application ACS Nano 5 6 2011 4345 4349
22. D. Kim, S.J. Yang, Y.S. Kim, H. Jung, and C.R. Park Simple and cost-effective reduction of graphite oxide by sulfuric acid Carbon 50 9 2012 3229 3232
23. V.C. Tung, M.J. Allen, Y. Yang, and R.B. Kaner High-throughput solution processing of large-scale graphene Nat Nanotechnol 4 1 2009 25 29
24. H.A. Becerril, J. Mao, Z. Liu, R.M. Stoltenberg, Z. Bao, and Y. Chen Evaluation of solution-processed reduced graphene oxide films as transparent conductors ACS Nano 2 3 2008 463 470
25. D. Li, M.B. Muller, S. Gilje, R.B. Kaner, and G.G. Wallace Processable aqueous dispersions of graphene nanosheets Nat Nanotechnol 3 2 2008 101 105
26. X. Qi, K.-Y. Pu, X. Zhou, H. Li, B. Liu, and F. Boey Conjugated- polyelectrolyte-functionalized reduced graphene oxide with excellent solubility and stability in polar solvents Small 6 5 2010 663 669
27. L.-H. Liu, M.M. Lerner, and M. Yan Derivitization of pristine graphene with well-defined chemical functionalities Nano Lett 10 9 2010 3754 3756
28. J.R. Lomeda, C.D. Doyle, D.V. Kosynkin, W.-F. Hwang, and J.M. Tour Diazonium functionalization of surfactant-wrapped chemically converted graphene sheets J Am Chem Soc 130 48 2008 16201 16206
29. Y. Si, and E.T. Samulski Synthesis of water soluble graphene Nano Lett 8 6 2008 1679 1682
30. H. Chang, G. Wang, A. Yang, X. Tao, X. Liu, and Y. Shen A transparent, flexible, low-temperature, and solution-processible graphene composite electrode Adv Funct Mater 20 17 2010 2893 2902
31. Y. Xu, H. Bai, G. Lu, C. Li, and G. Shi Flexible graphene films via the filtration of water-soluble noncovalent functionalized graphene sheets J Am Chem Soc 130 18 2008 5856 5857
32. H. Bai, Y. Xu, L. Zhao, C. Li, and G. Shi Non-covalent functionalization of graphene sheets by sulfonated polyaniline Chem Commun 13 2009 1667 1669
33. S. Park, J. An, R.D. Piner, I. Jung, D. Yang, and A. Velamakanni Aqueous suspension and characterization of chemically modified graphene sheets Chem Mater 20 21 2008 6592 6594
34. S. Gilje, S. Han, M. Wang, K.L. Wang, and R.B. Kaner A chemical route to graphene for device applications Nano Lett 7 11 2007 3394 3398
35. H.-J. Shin, K.K. Kim, A. Benayad, S.-M. Yoon, H.K. Park, and I.-S. Jung Efficient reduction of graphite oxide by sodium borohydride and its effect on electrical conductance Adv Funct Mater 19 12 2009 1987 1992
36. Z. Xiang, Z. Hu, D. Cao, W. Yang, J. Lu, and B. Han Metal-organic frameworks with incorporated carbon nanotubes: improving carbon dioxide and methane storage capacities by lithium doping Angew Chem Int Ed 50 2 2011 491 494
37. Z. Xiang, Z. Hu, W. Yang, and D. Cao Lithium doping on metal-organic frameworks for enhancing h2 storage Int J Hydrogen Energy 37 1 2012 946 950
38. H.-J. Liu, J. Yip, and K.-S. Shia Reductive cleavage of benzyl ethers with lithium naphthalenide. A convenient method for debenzylation Tetrahedron Lett 38 13 1997 2253 2256
39. Y.-K. Wu, H.-J. Liu, and J.-L. Zhu An efficient procedure for the 1,3-transposition of allylic alcohols based on lithium naphthalenide induced reductive elimination of epoxy mesylates Synlett 4 2008 621 623
40. R. Jankowska, H.-J. Liu, and G.L. Mhehe Lithium naphthalenide induced reductive cleavage of α, β-epoxy ketones: an efficient procedure for the preparation of β-hydroxy ketones Chem Commun 16 1999 1581 1582
41. A. Mordini, E. Ben Rayana, C. Margot, and M. Schlosser Facile isomerization of oxiranes to allyl alcohols by mixed metal bases Tetrahedron 46 7 1990 2401 2410
42. H.-J. Liu, and X. Shang Reductive cleavage of N, N, N', N'-tetramethylphosphorodiamidates with lithium naphthalenide. A convenient procedure for deoxygenation of alcohols Tetrahedron Lett 39 5-6 1998 367 370
43. S.Y. Jeong, S.H. Kim, J.T. Han, H.J. Jeong, S. Yang, and G.-W. Lee High-performance transparent conductive films using rheologically derived reduced graphene oxide ACS Nano 5 2 2011 870 878
44. N.L. Holy Reactions of the radical anions and dianions of aromatic hydrocarbons Chem Rev 74 2 1974 243 277
45. Timmons CL. Fluorocarbon post-etch residue removal using radical anion chemistry. Georgia Institute of Technology, 2004.
46. S. Hayano, and M. Fujihira The protonation of aromatic hydrocarbon radical anions: I. A comparison of methods and a study of the mechanism Bull Chem Soc Jpn 44 6 1971 1496 1503
47. R.J. Gritter, R.S. Woosley, P. Walker, A.J. Birch, J. Winter, and K.O. Christe Notes J Chem Soc (Resumed) 1963 5544 5580
48. W.H. Brown, and T. Poon Introduction to organic chemistry third ed. 2005 John Wiley & Sons Hoboken NJ pp. 199-234
49. M.J. Fernández-Merino, L. Guardia, J.I. Paredes, S. Villar-Rodil, P. Solís-Fernández, and A. Martínez-Alonso Vitamin c is an ideal substitute for hydrazine in the reduction of graphene oxide suspensions J Phys Chem C 114 14 2010 6426 6432
50. A. Ambrosi, C.K. Chua, A. Bonanni, and M. Pumera Lithium aluminum hydride as reducing agent for chemically reduced graphene oxides Chem Mater 24 12 2012 2292 2298
51. Q. Su, S. Pang, V. Alijani, C. Li, X. Feng, and K. Müllen Composites of graphene with large aromatic molecules Adv Mater 21 31 2009 3191 3195
52. I. Jung, D.A. Dikin, R.D. Piner, and R.S. Ruoff Tunable electrical conductivity of individual graphene oxide sheets reduced at "low" temperatures Nano Lett 8 12 2008 4283 4287
53. M.A. Pimenta, G. Dresselhaus, M.S. Dresselhaus, L.G. Cancado, A. Jorio, and R. Saito Studying disorder in graphite-based systems by raman spectroscopy PCCP 9 11 2007 1276 1290
54. J.C. Meyer, A.K. Geim, M.I. Katsnelson, K.S. Novoselov, T.J. Booth, and S. Roth The structure of suspended graphene sheets Nature 446 7131 2007 60 63
55. D. Wan, C. Yang, T. Lin, Y. Tang, M. Zhou, and Y. Zhong Low-temperature aluminum reduction of graphene oxide, electrical properties, surface wettability, and energy storage applications ACS Nano 6 10 2012 9068 9078
56. S. Bank, and B. Bockrath Reactions of aromatic radical anions. Vi. Kinetic study of the reaction of sodium naphthalene with water J Am Chem Soc 93 2 1971 430 437
57. L. Jiang, L. Gao, and J. Sun Production of aqueous colloidal dispersions of carbon nanotubes J Colloid Interface Sci 260 1 2003 89 94
58. X. Lou, C. Detrembleur, V. Sciannamea, C. Pagnoulle, and R. Jérôme Grafting of alkoxyamine end-capped (co)polymers onto multi-walled carbon nanotubes Polymer 45 18 2004 6097 6102
59. D.H. Everett Basic principles of colloid science 1988 The Royal Society of Chemistry London
60. Zeta potential of colloids in water and waste water, astm standard d4187-82: American Society for Testing and Materials; 1985.
61. S. Stankovich, R.D. Piner, X. Chen, N. Wu, S.T. Nguyen, and R.S. Ruoff Stable aqueous dispersions of graphitic nanoplatelets via the reduction of exfoliated graphite oxide in the presence of poly(sodium 4-styrenesulfonate) J Mater Chem 16 2 2006 155 158
62. P.C. Hiemenz, and R. Rajagopalan Principles of colloid and surface chemistry 3rd ed. 1997 Marcel Dekker, Inc. New York
63. A.W. Adamson, and A.P. Gast Physical chemistry of surfaces 6th ed. 1997 John Wiley & Sons, Inc. New York