An efficient and green approach to prepare hydrophilic imidazolium ionic liquids free of halide and its effect on oxygen reduction reaction of Pt/C catalyst

International Journal of Hydrogen Energy

Volumn 37, Issue 17, 2012, Pages 13167-13177

  Gao, Jian ^a   Liu, Jianguo ^a   Liu, Wenming ^a   Li, Bo ^a   Xin, Yuchen ^a   Yin, Ying ^a   Gu, Jun ^a   Zou, Zhigang ^a  

^a NANJING UNIVERSITY   (China)

Author keywords

Fuel cell; Halide free; Ionic liquid; Oxygen reduction reaction

Indexed keywords

ALKYL SULFATES; DIFFERENT PRECURSORS; EFFICIENT PROCESS; HALIDE-FREE; IMIDAZOLIUM IONIC LIQUIDS; OXYGEN REDUCTION REACTION; WHOLE PROCESS;

CATALYSTS; ELECTROLYTIC REDUCTION; ETHANOL; FUEL CELLS; NEGATIVE IONS; ORGANIC SOLVENTS; PLATINUM ALLOYS;

IONIC LIQUIDS;

EID: 84864965709     PISSN: 03603199     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijhydene.2012.03.135     Document Type: Article

References (58)

1. M. Armand, F. Endres, D.R. MacFarlane, H. Ohno, and B. Scrosati Ionic-liquid materials for the electrochemical challenges of the future Nature Mater 8 8 2009 621 629
2. R. Bogel-Lukasik, L.M.N. Goncalves, and E. Bogel-Lukasik Phase equilibrium phenomena in solutions involving tannins, flavonoids and ionic liquids Green Chem 12 11 2010 1947 1953
3. C.G. Liu, Z.N. Yu, D. Neff, A. Zhamu, and B.Z. Jang Graphene-based supercapacitor with an ultrahigh energy density Nano Lett 10 12 2010 4863 4868
4. E. Bogel-Lukasik, S. Santos, R. Bogel-Lukasik, and M.N. da Ponte Selectivity enhancement in the catalytic heterogeneous hydrogenation of limonene in supercritical carbon dioxide by an ionic liquid J Supercrit Fluids 54 2 2010 210 217
5. D.J. Tao, X.M. Lu, J.F. Lu, K. Huang, Z. Zhou, and Y.T. Wu Noncorrosive ionic liquids composed of [HSO(4)] as esterification catalysts Chem Eng J 171 3 2011 1333 1339
6. J. Kagimoto, K. Fukumoto, and H. Ohno Effect of tetrabutylphosphonium cation on the physico-chemical properties of amino-acid ionic liquids Chem Commun 21 2006 2254 2256
7. B. Mallick, B. Balke, C. Felser, and A.V. Mudring Dysprosium room-temperature ionic liquids with strong luminescence and response to magnetic fields Angew Chem Int Ed 47 40 2008 7635 7638
8. Z.P. Li, Z.Y. Du, Y.L. Gu, L.Y. Zhu, X.P. Zhang, and Y.Q. Deng Environmentally friendly and effective removal of Br- and Cl-impurities in hydrophilic ionic liquids by electrolysis and reaction Electrochem Commun 8 8 2006 1270 1274
9. J.D. Holbrey, W.M. Reichert, R.P. Swatloski, G.A. Broker, W.R. Pitner, and K.R. Seddon Efficient, halide free synthesis of new, low cost ionic liquids: 1,3-dialkylimidazolium salts containing methyl- and ethyl-sulfate anions Green Chem 4 5 2002 407 413
10. E. Gomez, B. Gonzalez, N. Calvar, E. Tojo, and A. Dominguez Physical properties of pure 1-ethyl-3-methylimidazolium ethylsulfate and its binary mixtures with ethanol and water at several temperatures J Chem Eng Data 51 6 2006 2096 2102
11. P. Bonhote, A.P. Dias, N. Papageorgiou, K. Kalyanasundaram, and M. Gratzel Hydrophobic, highly conductive ambient-temperature molten salts Inorg Chem 35 5 1996 1168 1178
12. C.C. Cassol, G. Ebeling, B. Ferrera, and J. Dupont A simple and practical method for the preparation and purity determination of halide-free imidazolium ionic liquids Adv Synth Catal 348 1-2 2006 243 248
13. Seddon KR, Carmichael AJ, Earle MJ. Process for preparing ambient temperature ionic liquids. United States Patent. Patent Number: US 6,774,240 B2. Date of Patent: Aug 10, 2004.
14. N.J. Bridges, C.C. Hines, M. Smiglak, and R.D. Rogers An intermediate for the clean synthesis of ionic liquids: isolation and crystal structure of 1,3-dimethylimidazolium hydrogen carbonate monohydrate Chem Eur J 13 18 2007 5207 5212
15. 2 adduct Chem Commun 1 2003 28 29
16. K. Takao, and Y. Ikeda Alternative route to metal halide free ionic liquids Chem Lett 37 7 2008 682 683
17. M. Egashira, Y. Yamamoto, T. Fukutake, N. Yoshimoto, and M. Morita A novel method for preparation of imidazolium tetrafluoroborate ionic liquids J Fluorine Chem 127 9 2006 1261 1264
18. A.J. Carmichael, M. Deetlefs, M.J. Earle, U. Frohlich, and K.R. Seddon Ionic liquids as green solvents: progress and prospects ACS symposium series 2003 American Chemical Society Washington, DC pp. 14-31
19. B. Clare, A. Sirwardana, and D.R. MacFarlane Synthesis, purification and characterization of ionic liquids Ionic liquids vol. 290 2009 Springer-Verlag Berlin, Heidelberg p. 40
20. K.R. Seddon, A. Stark, and M.J. Torres Influence of chloride, water, and organic solvents on the physical properties of ionic liquids Pure Appl Chem 72 12 2000 2275 2287
21. J.H. Davis Jr., C.M. Gordon, C. Hilgers, and P. Wasserscheid Ionic liquids in synthesis 2002 Aachen London
22. C. Villagran, M. Deetlefs, W.R. Pitner, and C. Hardacre Quantification of halide in ionic liquids using ion chromatography Anal Chem 76 7 2004 2118 2123
23. K. Fukumoto, M. Yoshizawa, and H. Ohno Room temperature ionic liquids from 20 natural amino acids J Am Chem Soc 127 8 2005 2398 2399
24. K. Tanaka, F. Ishiguro, and Y. Chujo POSS ionic liquid J Am Chem Soc 132 50 2010 17649 17651
25. S. Himmler, S. Hormann, R. van Hal, P.S. Schulz, and P. Wasserscheid Transesterification of methylsulfate and ethylsulfate ionic liquids - an environmentally benign way to synthesize long-chain and functionalized alkylsulfate ionic liquids Green Chem 8 10 2006 887 894
26. S. Himmler, A. Konig, and P. Wasserscheid Synthesis of [EMIM]OH via bipolar membrane electrodialysis - precursor production for the combinatorial synthesis of [EMIM]-based ionic liquids Green Chem 9 9 2007 935 942
27. W. Ogihara, M. Yoshizawa, and H. Ohno Novel ionic liquids composed of only azole ions Chem Lett 33 8 2004 1022 1023
28. C.G. Swain, A. Ohno, D.K. Roe, R. Brown, and T. Maugh Tetrahexylammonium benzoate a liquid salt at 25 degrees a solvent for kinetics or electrochemistry J Am Chem Soc 89 11 1967 2648 2649
29. Earle MJ, Seddon KR. Immidazole carbenes. WO 0177081, 2001.
30. B.C.H. Steele, and A. Heinzel Materials for fuel-cell technologies Nature 414 6861 2001 345 352
31. S.Y. Lee, T. Yasuda, and M. Watanabe Fabrication of protic ionic liquid/sulfonated polyimide composite membranes for non-humidified fuel cells J Power Sources 195 18 2010 5909 5914
32. Q.T. Che, R.H. He, J.S. Yang, L. Feng, and R.F. Savinell Phosphoric acid doped high temperature proton exchange membranes based on sulfonated polyetheretherketone incorporated with ionic liquids Electrochem Commun 12 5 2010 647 649
33. N.M. Markovic, H.A. Gasteiger, B.N. Grgur, and P.N. Ross Oxygen reduction reaction on Pt(111): effects of bromide J Electroanal Chem 467 1-2 1999 157 163
34. J. Gao, J.G. Liu, B. Li, W.M. Liu, Y. Xie, and Y.C. Xin A quick and green approach to prepare [Rmim]OH and its application in hydrophilic ionic liquid synthesis New J Chem 35 8 2011 1661 1666
35. H. Ye, J. Huang, J.J. Xu, N.K.A.C. Kodiweera, J.R.P. Jayakody, and S.G. Greenbaum New membranes based on ionic liquids for PEM fuel cells at elevated temperatures J Power Sources 178 2 2008 651 660
36. G. Loget, J.C. Padilha, E.A. Martini, M.O. de Souza, and R.F. de Souza Efficiency and stability of transition metal electrocatalysts for the hydrogen evolution reaction using ionic liquids as electrolytes Int J Hydrogen Energy 34 1 2009 84 90
37. J. Fuller, R.T. Carlin, and R.A. Osteryoung The room temperature ionic liquid 1-ethyl-3-methylimidazolium tetrafluoroborate: electrochemical couples and physical properties J Electrochem Soc 144 11 1997 3881 3886
38. M. Blesic, M. Swadzba-Kwasny, T. Belhocine, H.Q.N. Gunaratne, J.N.C. Lopes, and M.F.C. Gomes 1-Alkyl-3-methylimidazolium alkanesulfonate ionic liquids, [C(n)H(2n+1)mim][CkH2k+1SO3]: synthesis and physicochemical properties PCCP 11 39 2009 8939 8948
39. L. Leclercq, I. Suisse, G. Nowogrocki, and F. Agbossou-Niedercorn Halide-free highly-pure imidazolium triflate ionic liquids: preparation and use in palladium-catalysed allylic alkylation Green Chem 9 10 2007 1097 1103
40. H. Tokuda, K. Hayamizu, K. Ishii, M. Abu Bin Hasan Susan, and M. Watanabe Physicochemical properties and structures of room temperature ionic liquids. 1. Variation of anionic species J Phys Chem B 108 42 2004 16593 16600
41. A. Stark, P. Behrend, O. Braun, A. Muller, J. Ranke, and B. Ondruschka Purity specification methods for ionic liquids Green Chem 10 11 2008 1152 1161
42. M.J. Earle, C.M. Gordon, N.V. Plechkova, K.R. Seddon, and T. Welton Decolorization of ionic liquids for spectroscopy Anal Chem 79 11 2007 758 764
43. W. Ogihara, H. Kosukegawa, and H. Ohno Proton-conducting ionic liquids based upon multivalent anions and alkylimidazolium cations Chem Commun 34 2006 3637 3639
44. H.L. Ngo, K. LeCompte, L. Hargens, and A.B. McEwen Thermal properties of imidazolium ionic liquids Thermochim Acta 357 2000 97 102
45. T. Fischer, A. Sethi, T. Welton, and J. Woolf Diels-Alder reactions in room-temperature ionic liquids Tetrahedron Lett 40 4 1999 793 796
46. M. Galinski, A. Lewandowski, and I. Stepniak Ionic liquids as electrolytes Electrochim Acta 51 26 2006 5567 5580
47. A. Noda, K. Hayamizu, and M. Watanabe Pulsed-gradient spin-echo H-1 and F-19 NMR ionic diffusion coefficient, viscosity, and ionic conductivity of non-chloroaluminate room-temperature ionic liquids J Phys Chem B 105 20 2001 4603 4610
48. N.M. Markovic, C.A. Lucas, H.A. Gasteiger, and P.N. Ross Bromide adsorption on Pt(100): rotating ring Pt(100) disk electrode and surface X-ray scattering measurements Surf Sci 365 2 1996 229 240
49. A. Pozio, M. De Francesco, A. Cemmi, F. Cardellini, and L. Giorgi Comparison of high surface Pt/C catalysts by cyclic voltammetry J Power Sources 105 1 2002 13 19
50. J.X. Wang, N.M. Markovic, and R.R. Adzic Kinetic analysis of oxygen reduction on Pt(111) in acid solutions: intrinsic kinetic parameters and anion adsorption effects J Phys Chem B 108 13 2004 4127 4133
51. A. Tegou, S. Papadimitriou, E. Pavfidou, G. Kokkinidis, and S. Sotiropouios Oxygen reduction at platinum- and gold-coated copper deposits on glassy carbon substrates J Electroanal Chem 608 1 2007 67 77
52. O. Antoine, Y. Bultel, and R. Durand Oxygen reduction reaction kinetics and mechanism on platinum nanoparticles inside Nafion (R) J Electroanal Chem 499 1 2001 85 94
53. M. Nie, P.K. Shen, M. Wu, Z. Wei, and H. Meng A study of oxygen reduction on improved Pt-WC/C electrocatalysts J Power Sources 162 1 2006 173 176
54. A. Parthasarthy, S. Srinivasan, A.J. Appleby, and C.R. Martin Electrode-kinetics of oxygen reduction at carbon-supported and unsupported platinum microcrystallite nafion(r) interfaces J Electroanal Chem 339 1-2 1992 101 121
55. J. Snyder, T. Fujita, M.W. Chen, and J. Erlebacher Oxygen reduction in nanoporous metal-ionic liquid composite electrocatalysts Nature Mater 9 11 2010 904 907
56. J.-G. Oh, and H. Kim Synthesis and characterization of PtNx/C as methanol-tolerant oxygen reduction electrocatalysts for a direct methanol fuel cell J Power Sources 181 1 2008 74 78
57. R.G. Gonzalez-Huerta, A.R. Pierna, and O. Solorza-Feria Kinetic study of oxygen reduction reaction on an amorphous Ni59Nb40Pt0.6Ru0.4 catalyst in acid media J New Mater Electrochem Syst 11 2 2008 63 67
58. C. Coutanceau, P. Crouigneau, J.M. Leger, and C. Lamy Mechanism of oxygen electroreduction at polypyrrole electrodes modified by cobalt phthalocyanine J Electroanal Chem 379 1-2 1994 389 397