Effective reduction of graphene oxide thin films by a fluorinating agent: Diethylaminosulfur trifluoride

Carbon

Volumn 76, Issue , 2014, Pages 133-140

  Gao, Xiguang ^a   Tang, Xiaowu Shirley ^a  

^a UNIVERSITY OF WATERLOO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

FOURIER TRANSFORM INFRARED SPECTROSCOPY; FUNCTIONAL GROUPS; GRAPHENE; THIN FILMS; VAPORS; X RAY DIFFRACTION; X RAY PHOTOELECTRON SPECTROSCOPY;

FLUORINATING AGENTS; FUNCTIONALIZATIONS; MILD REACTION CONDITIONS; ORGANIC CHEMISTRY; REDUCTION PROCESS; SHEET RESISTANCE MEASUREMENTS; STERIC HINDRANCES; STERIC PROTECTION;

ELECTRIC PROPERTIES;

EID: 84901809323     PISSN: 00086223     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbon.2014.04.059     Document Type: Article

References (44)

1. K.S. Novoselov, A.K. Geim, S.V. Morozov, D. Jiang, Y. Zhang, and S.V. Dubonos et al. Electric field effect in atomically thin carbon films Science 306 5696 2004 666 669 (Pubitemid 39440910)
2. Y.-M. Lin, C. Dimitrakopoulos, K.A. Jenkins, D.B. Farmer, H.-Y. Chiu, and A. Grill et al. 100-GHz transistors from wafer-scale epitaxial graphene Science 327 5966 2010 662
3. F. Schedin, A.K. Geim, S.V. Morozov, E.W. Hill, P. Blake, and M.I. Katsnelson et al. Detection of individual gas molecules adsorbed on graphene Nat Mater 6 9 2007 652 655 (Pubitemid 47359547)
4. S. Stankovich, D.A. Dikin, G.H.B. Dommett, K.M. Kohlhaas, E.J. Zimney, and E.A. Stach et al. Graphene-based composite materials Nature 442 7100 2006 282 286 (Pubitemid 44114900)
5. Y. Zhu, S. Murali, M.D. Stoller, K.J. Ganesh, W. Cai, and P.J. Ferreira et al. Carbon-based supercapacitors produced by activation of graphene Science 332 6037 2011 1537 1541
6. S. Stankovich, D.A. Dikin, R.D. Piner, K.A. Kohlhaas, A. Kleinhammes, and Y. Jia et al. Synthesis of graphene-based nanosheets via chemical reduction of exfoliated graphite oxide Carbon 45 7 2007 1558 1565 (Pubitemid 46829016)
7. 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 (Pubitemid 351225404)
8. I.K. Moon, J. Lee, R.S. Ruoff, and H. Lee Reduced graphene oxide by chemical graphitization Nat Commun 1 6 2010 73 78
9. M.J. Fernandez-Merino, L. Guardia, J.I. Paredes, S. Villar-Rodil, P. Solis-Fernandez, and A. Martinez-Alonso et al. Vitamin C is an ideal substitute for hydrazine in the reduction of graphene oxide suspensions J Phys Chem C 114 14 2010 6426 6432
10. W. Gao, L.B. Alemany, L. Ci, and P.M. Ajayan New insights into the structure and reduction of graphite oxide Nat Chem 1 5 2009 403 408
11. G. Wang, J. Yang, J. Park, X. Gou, B. Wang, and H. Liu et al. Facile synthesis and characterization of graphene nanosheets J Phys Chem C 112 22 2008 8192 8195
12. Z. Fan, K. Wang, T. Wei, J. Yan, L. Song, and B. Shao An environmentally friendly and efficient route for the reduction of graphene oxide by aluminum powder Carbon 48 5 2010 1686 1689
13. D.A. Dikin, S. Stankovich, E.J. Zimney, R.D. Piner, and G.H.B. Dommett et al. Preparation and characterization of graphene oxide paper Nature 448 7152 2007 457 460 (Pubitemid 47123522)
14. G. Eda, G. Fanchini, and M. Chhowalla Large-area ultrathin films of reduced graphene oxide as a transparent and flexible electronic material Nat Nanotechnol 3 5 2008 270 274 (Pubitemid 351668055)
15. H.A. Becerril, J. Mao, Z. Liu, R.M. Stoltenberg, and Z. Bao et al. Evaluation of solution- processed reduced graphene oxide films as transparent conductors ACS Nano 2 3 2008 463 470
16. D. Yang, A. Velamakanni, G. Bozoklu, S. Park, and M. Stoller et al. Chemical analysis of graphene oxide films after heat and chemical treatments by X-ray photoelectron and Micro-Raman spectroscopy Carbon 47 1 2009 145 152
17. H. Liu, L. Zhang, Y. Guo, C. Cheng, and L. Yang et al. Reduction of graphene oxide to highly conductive graphene by Lawesson's reagent and its electrical applications J Mater Chem C 1 18 2013 3104 3109
18. 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
19. W.J. Middleton New fluorinating reagents. Dialkylaminosulfur fluorides J Org Chem 40 5 1975 574 578
20. R.P. Singh, and J.M. Shreeve Recent advances in nucleophilic fluorination reactions of organic compounds using deoxofluor and DAST Synthesis 17 2002 2561 2578 (Pubitemid 35454387)
21. W.S. Hummers Jr., and R.E. Offeman Preparation of graphitic oxide J Am Chem Soc 80 6 1958 1339
22. N.I. Kovtyukhova, P.J. Ollivier, B.R. Martin, T.E. Mallouk, S.A. Chizhik, and E.V. Buzaneva et al. Layer-by-layer assembly of ultrathin composite films from micro-sized graphite oxide sheets and polycations Chem Mater 11 3 1999 771 778 (Pubitemid 129687477)
23. J.I. Paredes, S. Villar-Rodil, A. Martinez-Alonso, and J.M.D. Tascon Graphene oxide dispersions in organic solvents Langmuir 24 19 2008 10560 10564
24. H.-J. Shin, K.K. Kim, A. Benayad, S.-M. Yoon, H.K. Park, and I.-S. Jung et al. Efficient reduction of graphite oxide by sodium borohydride and its effect on electrical conductance Adv Funct Mater 19 12 2009 1987 1992
25. J.T. Robinson, J.S. Burgess, C.E. Junkermeier, S.C. Badescu, T.L. Reinecke, and F.K. Perkins et al. Properties of fluorinated graphene films Nano Lett 10 8 2010 3001 3005
26. Y. Kita, N. Watanabe, and Y. Fujii Chemical composition and crystal structure of graphite fluoride J Am Chem Soc 101 14 1979 3832 3841
27. Y. Wang, W.C. Lee, K.K. Manga, P.K. Ang, J. Lu, and Y.P. Liu et al. Fluorinated graphene for promoting neuro-induction of stem cells Adv Mater 24 31 2012 4285 4290
28. T. Nakajima, M. Koh, V. Gupta, B. Zemva, and K. Lutar Electrochemical behavior of graphite highly fluorinated by high oxidation state complex fluorides and elemental fluorine Electrochim Acta 45 10 2000 1655 1661 (Pubitemid 30524882)
29. D.W. Chang, E.K. Lee, E.Y. Park, H. Yu, and H.-J. Choi et al. Nitrogen-doped graphene nanoplatelets from simple solution edge- functionalization for n-type filed-effect transistors J Am Chem Soc 135 24 2013 8981 8988
30. A.C. Ferrari, J.C. Meyer, V. Scardaci, C. Casiraghi, M. Lazzeri, and F. Mauri et al. Raman spectrum of graphene and graphene layers Phys Rev Lett 97 18 2006 187401
31. M.S. Dresselhaus, A. Jorio, M. Hofmann, G. Dresselhaus, and R. Saito Perspectives on carbon nanotubes and graphene Raman spectroscopy Nano Lett 10 3 2010 751 758
32. J. Leroy, E. Hebert, and C. Wakselman Maximum optical rotation of 2-fluorooctane? Survey of fluorinating reagents J Org Chem 44 19 1979 3406 3408
33. G.S. Lal, G.P. Pez, R.J. Pesaresi, F.M. Prozonic, and H. Cheng Bis(2-methoxyethyl)-aminosulfur trifluoride: a new broad-spectrum deoxofluorinating agent with enhanced thermal stability J Org Chem 64 19 1999 7048 7054
34. A. Lerf, H. He, M. Forster, and J. Klinowski Structure of graphite oxide revisited J Phys Chem B 102 33 1998 4477 4482 (Pubitemid 128578310)
35. M. Hudlicky Reaction of epoxides with dithylaminosulfur trifluoride J Fluorine Chem 36 4 1987 373 384
36. D.R. Dreyer, S. Park, C.W. Bielawski, and R.S. Ruoff The chemistry of graphene oxide Chem Soc Rev 39 1 2010 228 240
37. J.P. Rourke, P.A. Pandey, J.J. Moore, M. Bates, and I.A. Kinloch et al. The real graphene oxide revealed: stripping the oxidative debris from the graphene-like sheets Angew Chem Int Ed 50 14 2011 3173 3177
38. X. Fan, W. Peng, Y. Li, X. Li, and S. Wang et al. Deoxygenation of exfoliated graphite oxide under alkaline conditions: a green route to graphene preparation Adv Mater 20 23 2008 4490 4493
39. K. Laszlo, K. Josepovits, and E. Tombacz Analysis of active sites on synthetic carbon surfaces by various methods Anal Sci 17 2001 i1741 4
40. H.P. Boehm Surface oxides on carbon and their analysis: a critical assessment Carbon 40 2 2002 145 149 (Pubitemid 33147076)
41. J. Zheng, H.-T. Liu, B. Wu, C.-A. Di, and Y.-L. Guo et al. Production of graphite chloride and bromide using microwave sparks Sci Rep 2 2012 662
42. 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
43. H. Feng, R. Cheng, X. Zhao, X. Duan, and J. Li A low-temperature method to produce highly reduced graphene oxide Nat Commun 4 2 2013 1539 1545
44. R.L.D. Whitby, A. Korobeinyk, and K.V. Glevatska Morphological changes and coval- ent reactivity assessment of single-layer graphene oxides under carboxylic group-targeted chemistry Carbon 49 2 2011 722 725