Catalysis Science & Technology
Paper
13 E. Jasinska, B. Krzyzynska and M. Kozlowski, Catal. Lett., 2008, 125,
145–153.
14 J. A. Sanchez, D. L. Hernandez, J. A. Moreno, F. Mondragon and
J. J. Fernandez, Appl. Catal., A, 2011, 405, 55–60.
15 F. Liu, J. Sun, L. Zhu, X. Meng, C. Qi and F.-S. Xiao, J. Mater. Chem.,
2012, 22, 5495–5502.
suffered low conversion to the corresponding olefins despite
high total conversion; oligomerization was observed by
1H NMR spectroscopy for these substrates.
16 P. A. Jacobs, M. Tielen and J. B. Uytterhoeven, J. Catal., 1977, 50,
98–108.
Conclusions
17 M. Anbazhagan, G. Kumaran and M. Sasidharan, J. Chem. Res.,
Synop., 1997, 336–337.
18 C. Park and M. A. Keane, J. Mol. Catal. A: Chem., 2001, 166, 303–322.
19 Q. J. Zhu, J. N. Kondo, S. Inagaki and T. Tatsumi, Top. Catal., 2009,
52, 1272–1280.
20 B. Yilmaz and U. Mu¨ller, Top. Catal., 2009, 52, 888–895.
21 C. Moreau, J. Lecomte, S. Mseddi and N. Zmimita, J. Mol. Catal. A:
Chem., 1997, 125, 143–149.
22 B. S. Balaji, M. Sasidharan, R. Kumar and B. Chanda, Chem.
Commun., 1996, 707–708.
23 T. Ookoshi and M. Onaka, Tetrahedron Lett., 1998, 39, 293–296.
24 F. Bigi, S. Carloni, R. Maggi, C. Muchetti and G. Sartori, J. Org.
Chem., 1997, 62, 7024–7027.
25 R. Szostak, in Stud. Surf. Sci. Catal., ed. H. van Bekkum,
E. M. Flanigen, P. A. Jacobs and J. C. Jansen, Elsevier, 2001, vol.
137, pp. 261–297.
26 D. R. Dreyer, S. Park, C. W. Bielawski and R. S. Ruoff, Chem. Soc.
Rev., 2010, 39, 228–240.
27 H. P. Jia, D. R. Dreyer and C. W. Bielawski, Adv. Synth. Catal., 2011,
353, 528–532.
In summary, GO was used in tandem with the zeolite NaY to
effectively dehydrate a variety of alcohols to their corresponding
olefinic or ethereal products. The dehydration of alcohols
which do not readily dimerize or oligomerize under acidic
conditions proceeded cleanly and rapidly (30 min) in moderate
to excellent conversions (27.5–97.2%) to their corresponding
products. The acidic nature of the GO transformed the zeolite
to a protic form without the need for ammonium exchange or
high temperature calcination. Moreover, the structure of the
zeolite was largely retained, as determined by powder XRD
analysis. Collectively, these results demonstrate that GO may
be used in a synergistic manner with other heterogenous
materials, such as zeolites, to promote the intrinsic catalytic
properties displayed by the latter.
28 D. R. Dreyer, K. A. Jarvis, P. J. Ferreira and C. W. Bielawski, Macro-
molecules, 2011, 44, 7659–7667.
29 D. R. Dreyer, K. A. Jarvis, P. J. Ferreira and C. W. Bielawski, Polym.
Chem., 2012, 3, 757–766.
30 D. R. Dreyer, H. P. Jia and C. W. Bielawski, Angew. Chem., Int. Ed.,
2010, 49, 6813–6816.
31 A. Lerf, H. He, M. Forster and J. Klinowski, J. Phys. Chem. B, 1998,
102, 4477–4482.
Acknowledgements
We gratefully acknowledge the NSF (DMR-0907324), the Robert
A. Welch Foundation (F-1621) and the WCU program through
the NRF of Korea funded by the Ministry of Education, Science,
and Technology (R31-10013) for their generous support.
32 Q. L. Liu, T. H. Wang, C. H. Liang, B. Zhang, S. L. Liu, Y. M. Cao and
J. S. Qiu, Chem. Mater., 2006, 18, 6283–6288.
33 C. J. H. Jacobsen, C. Madsen, J. Houzvicka, I. Schmidt and
A. Carlsson, J. Am. Chem. Soc., 2000, 122, 7116–7117.
34 A. H. Janssen, I. Schmidt, C. J. H. Jacobsen, A. J. Koster and K. P. de
Jong, Microporous Mesoporous Mater., 2003, 65, 59–75.
35 Z. Ren, E. Kim, S. W. Pattinson, K. S. Subrahmanyam, C. N. R. Rao,
A. K. Cheetham and D. Eder, Chem. Sci., 2012, 3, 209–216.
36 D. Li, L. Qiu, K. Wang, Y. Zeng, T. Williams, Y. Huang, M. Tsapatsis
and H. Wang, Chem. Commun., 2012, 48, 2249–2251.
37 A. Molnar and M. Bartok, in Fine Chemicals Through Heterogenous
Catalysis, Wiley, 2001, pp. 295–307.
Notes and references
1 G. Busca, Chem. Rev., 2007, 107, 5366–5410.
2 H. Hattori, Top. Catal., 2010, 53, 432–438.
3 H. Knozine, Angew. Chem., Int. Ed. Engl., 1968, 7, 791–805.
4 J. M. Campelo, A. Garcia, J. F. Herencia, D. Luna, J. M. Marinas and
A. A. Romero, J. Catal., 1995, 151, 307–314.
5 G. Larsen, E. Lotero, L. M. Petkovic and D. S. Shobe, J. Catal., 1997,
169, 67–75.
6 M. L. Kantam, P. L. Santhi and M. F. Siddiqui, Tetrahedron Lett.,
1993, 34, 1185–1186.
38 X. Gao, J. Jang and S. Nagase, J. Phys. Chem. C, 2009, 114, 832–842.
7 R. Bringue, J. Tejero, M. Iborra, J. F. Izquierdo, C. Fite and F. Cunill, 39 M. Acik, G. Lee, C. Mattevi, A. Pirkle, R. M. Wallace, M. Chhowalla,
Chem. Eng. J., 2008, 145, 135–141. K. Cho and Y. Chabal, J. Phys. Chem. C, 2011, 115, 19761–19781.
8 G. A. Olah, T. Shamma and G. K. S. Prakash, Catal. Lett., 1997, 46, 40 R. Larciprete, S. Fabris, T. Sun, P. Lacovig, A. Baraldi and S. Lizzit,
1–4. J. Am. Chem. Soc., 2011, 133, 17315–17321.
9 C. Casas, R. Bringue, E. Ramirez, M. Iborra and J. Tejero, Appl. 41 D. R. Dreyer, S. Murali, Y. Zhu, R. S. Ruoff and C. W. Bielawski,
Catal., A, 2011, 396, 129–139. J. Mater. Chem., 2011, 21, 3443–3447.
10 F. Carrasco-Marin, A. Mueden and C. Moreno-Castilla, J. Phys. Chem. 42 C. Y. Su, Y. P. Xu, W. J. Zhang, J. W. Zhao, A. P. Liu, X. H. Tang,
B, 1998, 102, 9239–9244. C. H. Tsai, Y. Z. Huang and L. J. Li, ACS Nano, 2011, 4, 5285–5292.
11 M. Okamura, A. Takagaki, M. Toda, J. N. Kondo, K. Domen, 43 E. B. Nursanto, A. Nugroho, S. A. Hong, S. J. Kim, K. Y. Chung and
T. Tatsumi, M. Hara and S. Hayashi, Chem. Mater., 2006, 18,
3039–3045.
J. Kim, Green Chem., 2011, 13, 2714–2718.
44 M. R. Guisnet, Acc. Chem. Res., 1990, 23, 392–398.
12 K. Nakajima, M. Hara and S. Hayashi, J. Am. Ceram. Soc., 2007, 90, 45 T. Szabo, E. Tombacz, E. Illes and I. Dekany, Carbon, 2006, 44,
3725–3734. 537–545.
c
This journal is The Royal Society of Chemistry 2013
Catal. Sci. Technol., 2013, 3, 135--139 139