Skip to main content
Log in

Reactivity of Alcohols with Three-Carbon Atom Chain on Pt in Acidic Medium

  • Published:
Electrocatalysis Aims and scope Submit manuscript

Abstract

n-Propanol, 2-propanol, 1,2-propanediol, 1,3-propanediol, and glycerol are all saturated alcohols with a three-carbon atom chain. The difference between them is the number of hydroxyl groups and their positions in these molecules. The interaction between alcohols with a three-carbon atom chain and model surfaces and the further reaction have been widely investigated in the last three decades. In this short review, we will concentrate our attention on the reactivity of n-propanol, 2-propanol, 1,2-propanediol, 1,3-propanediol, and glycerol on smooth Pt in acidic medium. We will present the most important results reported in the literature in this field, highlighting the main particularities related to their reactions, addressing key points such as the impact of the position of the OH group in the molecule, number of OH groups in the molecule, and presence of vicinal OH groups in the molecule on the reactivity of these alcohols over Pt. Finally, we will present some perspectives concerning the application of alcohols with a three-carbon atom chain, mainly glycerol, in fuel cells.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1

Similar content being viewed by others

References

  1. C. Alonso, J. Gonzalez-velasco, J. Electroanal. Chem. 248, 193 (1988)

    CAS  Google Scholar 

  2. M.L. Avramovivic, J.M. Leger, C. Lamy, V.D. Jovic, S.D. Petrovic, J. Electroanal. Chem. 308, 309 (1991)

    CAS  Google Scholar 

  3. P. Gao, C.H. Lin, C. Shannon, G.N. Salaita, J.H. White, S.A. Chaffins, A.T. Hubbard, Langmuir 7, 1515 (1991)

    CAS  Google Scholar 

  4. A.A. Elshafei, S.A.A. Elmaksoud, M.N.H. Moussa, Z. Phys. Chem. 177, 211 (1992)

    CAS  Google Scholar 

  5. A. Hamelin, Y.H. Ho, S.C. Chang, X.P. Gao, M.J. Weaver, Langmuir 8, 975 (1992)

    CAS  Google Scholar 

  6. T. Luczak, M. Beltowska-Brzezinska, R. Holze, Electrochim. Acta 38, 717 (1993)

    CAS  Google Scholar 

  7. E. Pastor, V.M. Schmidt, T. Iwasita, M.C. Arevalo, S. Gonzalez, A.J. Arvia, Electrochim. Acta 38, 1337 (1993)

    CAS  Google Scholar 

  8. E.C. Venancio, W.T. Napporn, A.J. Motheo, Electrochim. Acta 47, 1495 (2002)

    CAS  Google Scholar 

  9. B.F. Giannetti, C. Almeida, S.H. Bonilla, M.O.A. Mengod, T. Raboczkay, Z Phys Chem-Int 217, 35 (2003)

    CAS  Google Scholar 

  10. S. Sen Gupta, J. Datta, J. Chem. Sci. 117, 337 (2005)

    CAS  Google Scholar 

  11. I.A. Rodrigues, F.C. Nart, J. Electroanal. Chem. 590, 145 (2006)

    CAS  Google Scholar 

  12. H.J. Kim, S.M. Choi, S. Green, G.A. Tompsett, S.H. Lee, G.W. Huber, W.B. Kim, Appl Catal B Environ 101, 366 (2011)

    CAS  Google Scholar 

  13. Y. Kwon, S.C.S. Lai, P. Rodriguez, M.T.M. Koper, J. Am. Chem. Soc. 133, 6914 (2011)

    CAS  Google Scholar 

  14. A. Santasalo-Aarnio, Y. Kwon, E. Ahlberg, K. Kontturi, T. Kallio, M.T.M. Koper, Electrochem Commun 13, 466 (2011)

    CAS  Google Scholar 

  15. J. Gomes, G. Tremiliosi-Filho, Electrocatal 2, 96 (2011)

    CAS  Google Scholar 

  16. A. Santasalo, F.J. Vidal-Iglesias, J. Solla-Gullon, A. Berna, T. Kallio, J.M. Feliu, Electrochim. Acta 54, 6576 (2009)

    CAS  Google Scholar 

  17. Y. Feng, Z. Li, C. Huang, Y. Wang, Ionics 17, 617 (2011)

    CAS  Google Scholar 

  18. E. Sokolova, Electrochim. Acta 24, 147 (1979)

    CAS  Google Scholar 

  19. E. Sokolova, Electrochim. Acta 20, 323 (1975)

    CAS  Google Scholar 

  20. M.M. Dimos, G.J. Blanchard, J. Phys. Chem. C 115, 11247 (2011)

    CAS  Google Scholar 

  21. Z. Zhang, L. Xin, J. Qi, D.J. Chadderdon, W. Li, Appl Catal B Environ 136–137, 29 (2013)

    Google Scholar 

  22. E. Pastor, S. Wasmus, T. Iwasita, M.C. Arevalo, S. Gonzalez, A.J. Arvia, J. Electroanal. Chem. 350, 97 (1993)

    CAS  Google Scholar 

  23. S.G. Sun, D.F. Yang, Z.W. Tian, J. Electroanal. Chem. 289, 177 (1990)

    CAS  Google Scholar 

  24. I.A. Rodrigues, K. Bergamaski, F.C. Nart, J. Electrochem. Soc. 150, E89 (2003)

    CAS  Google Scholar 

  25. I.D. Rodrigues, J.P.I. DeSouza, E. Pastor, F.C. Nart, Langmuir 13, 6829 (1997)

    CAS  Google Scholar 

  26. I. Schwartz, A. Jonke, M. Josowicz, J. Janata, Catal. Lett. 143, 777 (2013)

    CAS  Google Scholar 

  27. P. Ocón, C. Alonso, R. Celdrán, J. González-Velasco, J. Electroanal. Chem. 206, 179 (1986)

    Google Scholar 

  28. J. Ye, J. Liu, C. Xu, S.P. Jiang, Y. Tong, Electrochem Commun 9, 2760 (2007)

    CAS  Google Scholar 

  29. Y. Liu, Y. Zeng, R. Liu, H. Wu, G. Wang, D. Cao, Electrochim. Acta 76, 174 (2012)

    CAS  Google Scholar 

  30. R. Holze, T. Luczak, M. Beltowskabrzezinska, Electrochim. Acta 39, 485 (1994)

    CAS  Google Scholar 

  31. C. Jin, X. Sun, Z. Chen, Chem. Eng. Technol. 35, 1064 (2012)

    CAS  Google Scholar 

  32. M.E.M. Chbihi, D. Takky, F. Hahn, H. Huser, J.M. Léger, C. Lamy, J. Electroanal. Chem. 463, 63 (1999)

    CAS  Google Scholar 

  33. C. Alonso, J. Gonzalez-Velasco, J. Appl. Electrochem. 18, 538 (1988)

    CAS  Google Scholar 

  34. M.E. Chbihi, A. Cherqaoui, D. Takky, F. Hahn, H. Huser, J.M. Leger, C. Lamy, J Chim Phys PCB 96, 522 (1999)

    CAS  Google Scholar 

  35. J.F. Gomes, L.H.S. Gasparotto, G. Tremiliosi-Filho, Phys. Chem. Chem. Phys. 15, 10339 (2013)

    CAS  Google Scholar 

  36. Z. Zhang, L. Xin, J. Qi, D.J. Chadderdon, K. Sun, K.M. Warsko, W. Li, Appl Catal B Environ 147, 871 (2014)

    CAS  Google Scholar 

  37. J.-H. Zhang, Y.-J. Liang, N. Li, Z.-Y. Li, C.-W. Xu, S.P. Jiang, Electrochim. Acta 59, 156 (2012)

    CAS  Google Scholar 

  38. Z. Zhang, L. Xin, W. Li, Int. J. Hydrog. Energy 37, 9393 (2012)

    CAS  Google Scholar 

  39. J. Liu, J. Ye, C. Xu, S.P. Jiang, Y. Tong, J. Power Sources 177, 67 (2008)

    CAS  Google Scholar 

  40. A. Santasalo-Aarnio, S. Tuomi, K. Jalkanen, K. Kontturi, T. Kallio, Electrochim. Acta 87, 730 (2013)

    CAS  Google Scholar 

  41. P. Ocon, B. Beden, C. Lamy, Electrochim. Acta 32, 1095 (1987)

    CAS  Google Scholar 

  42. A. Kahyaoglu, B. Beden, C. Lamy, Electrochim. Acta 29, 1489 (1984)

    CAS  Google Scholar 

  43. Y. Kwon, K.J.P. Schouten, M.T.M. Koper, ChemCatChem 3, 1176 (2011)

    CAS  Google Scholar 

  44. J.G. Speight, Chemical and Process Design Handbook (McGraw-Hill, New York, 2002)

    Google Scholar 

  45. P.H. Howard, Handbook of Physical Properties of Organic Chemicals (CRC Press, Boca Raton, 1997)

    Google Scholar 

  46. W.M. Haynes, Handbook of Chemistry and Physics, 94th edn. (CRC Press, Boca Raton, 2013)

    Google Scholar 

  47. M. Pagliaro, M. Rossi, The Future of Glycerol—New Usages for a Versatile Raw Material (Royal Society of Chemistry, Cambridge, 2008)

    Google Scholar 

  48. H.W. Tan, A.R. Abdul Aziz, M.K. Aroua, Renew. Sust. Energ. Rev. 27, 118 (2013)

    CAS  Google Scholar 

  49. Z.Y. Zakaria, N.A.S. Amin, J. Linnekoski, Biomass Bioenergy 55, 370 (2013)

    CAS  Google Scholar 

  50. C.S.A.G. Quispe, C.J.R. Coronado, J.O.A. Carvalho Jr., Renew. Sust. Energ. Rev. 27, 475 (2013)

    CAS  Google Scholar 

  51. H.-F. Wang, Z.-P. Liu, J. Am. Chem. Soc. 130, 10996 (2008)

    CAS  Google Scholar 

  52. L.A. Kibler, A. Cuesta, M. Kleinert, D.M. Kolb, J. Electroanal. Chem. 484, 73 (2000)

    CAS  Google Scholar 

  53. L. Roquet, E.M. Belgsir, J.M. Leger, C. Lamy, Electrochim. Acta 39, 2387 (1994)

    CAS  Google Scholar 

  54. R.B. Kutz, B. Braunschweig, P. Mukherjee, R.L. Behrens, D.D. Dlott, A. Wieckowski, J. Catal. 278, 181 (2011)

    CAS  Google Scholar 

  55. C.S. Fugivara, P.T.A. Sumodjo, T. Rabockai, Electrochim. Acta 34, 363 (1989)

    CAS  Google Scholar 

  56. J. Schnaidt, M. Heinen, Z. Jusys, R.J. Behm, Electrochim. Acta 104, 505 (2013)

    CAS  Google Scholar 

  57. J. Schnaidt, Z. Jusys, R.J. Behm, J. Phys. Chem. C 116, 25852 (2012)

    CAS  Google Scholar 

  58. N.-H. Li, S.-G. Sun, S.-P. Chen, J. Electroanal. Chem. 430, 57 (1997)

    CAS  Google Scholar 

  59. P.T.A. Sumodjo, E.J. Dasilva, T. Rabockai, J. Electroanal. Chem. 271, 305 (1989)

    CAS  Google Scholar 

  60. E. Pastor, S. Gonzalez, A.J. Arvia, J. Electroanal. Chem. 395, 233 (1995)

    Google Scholar 

  61. E.I. Sokolova, M.V. Christov, J. Electroanal. Chem. 175, 195 (1984)

    CAS  Google Scholar 

  62. J.F.E. Gootzen, A.H. Wonders, W. Visscher, J.A.R. vanVeen, Langmuir 13, 1659 (1997)

    CAS  Google Scholar 

  63. S.G. Sun, Y. Lin, J. Electroanal. Chem. 375, 401 (1994)

    CAS  Google Scholar 

  64. R.G.C.S. Reis, C.A. Martins, G.A. Camara, Electrocatal. 1, 116–121 (2010)

  65. M.E.P. Markiewicz, D.M. Hebert, S.H. Bergens, J. Power Sources 161, 761 (2006)

    CAS  Google Scholar 

  66. S.G. Sun, Y. Lin, Electrochim. Acta 41, 693 (1996)

    CAS  Google Scholar 

  67. P. Ocon, B. Beden, H. Huser, C. Lamy, Electrochim. Acta 32, 387 (1987)

    CAS  Google Scholar 

  68. H. Huser, J.M. Leger, C. Lamy, Electrochim. Acta 33, 1359 (1988)

    CAS  Google Scholar 

  69. E.M. Belgsir, E. Bouhier, H. Essis Yei, K.B. Kokoh, B. Beden, H. Huser, J.M. Leger, C. Lamy, Electrochim. Acta 36, 1157 (1991)

    CAS  Google Scholar 

  70. G. Horanyi, K. Torkos, J. Electroanal. Chem. 125, 105 (1981)

    CAS  Google Scholar 

  71. G. Horányi, V.E. Kazarinov, Y.B. Vassiliev, V.N. Andreev, J. Electroanal. Chem. 147, 263 (1983)

    Google Scholar 

  72. V.E. Kazarinov, Y.B. Vassiliev, V.N. Andreev, G. Horányi, J. Electroanal. Chem. 147, 247 (1983)

    CAS  Google Scholar 

  73. R.B. de Lima, V. Paganin, T. Iwasita, W. Vielstich, Electrochim. Acta 49, 85 (2003)

    Google Scholar 

  74. F.O. Hahn, B. Beden, F. Kadirgan, C. Lamy, J. Electroanal. Chem. 216, 169 (1987)

    CAS  Google Scholar 

  75. H. Huser, J.M. Leger, C. Lamy, Electrochim. Acta 30, 1409 (1985)

    CAS  Google Scholar 

  76. L.W.H. Leung, M.J. Weaver, Langmuir 6, 323 (1990)

    CAS  Google Scholar 

  77. S. Wasmus, W. Vielstich, Electrochim. Acta 38, 541 (1993)

    CAS  Google Scholar 

  78. N.H. Li, S.G. Sun, J. Electroanal. Chem. 436, 65 (1997)

    CAS  Google Scholar 

  79. N.H. Li, S.G. Sun, J. Electroanal. Chem. 448, 5 (1998)

    CAS  Google Scholar 

  80. J. Schnaidt, M. Heinen, D. Denot, Z. Jusys, R. Jürgen Behm, J. Electroanal. Chem. 661, 250 (2011)

    CAS  Google Scholar 

  81. H. Kimura, K. Tsuto, T. Wakisaka, Y. Kazumi, Y. Inaya, Appl. Catal. A Gen. 96, 217 (1993)

    CAS  Google Scholar 

  82. R. Garcia, M. Besson, P. Gallezot, Appl. Catal. A Gen. 127, 165 (1995)

    CAS  Google Scholar 

  83. S. Carrettin, P. McMorn, P. Johnston, K. Griffin, C.J. Kiely, G.J. Hutchings, Phys. Chem. Chem. Phys. 5, 1329 (2003)

    CAS  Google Scholar 

  84. C.L. Bianchi, P. Canton, N. Dimitratos, F. Porta, L. Prati, Catal. Today 102, 203 (2005)

    Google Scholar 

  85. N. Dimitratos, J.A. Lopez-Sanchez, D. Lennon, F. Porta, L. Prati, A. Villa, Catal. Lett. 108, 147 (2006)

    CAS  Google Scholar 

  86. S. Demirel, K. Lehnert, M. Lucas, P. Claus, Appl. Catal. B Environ. 70, 637 (2007)

    CAS  Google Scholar 

  87. M. Simões, S. Baranton, C. Coutanceau, Appl Catal B Environ 93, 354 (2010)

    Google Scholar 

  88. M. Avramovivic, J.M. Leger, B. Beden, F. Hahn, C. Lamy, J. Electroanal. Chem. 351, 285 (1993)

    CAS  Google Scholar 

  89. G. Yildiz, F. Kadirgan, J. Electrochem. Soc. 141, 725 (1994)

    CAS  Google Scholar 

  90. V. Bambagioni, C. Bianchini, A. Marchionni, J. Filippi, F. Vizza, J. Teddy, P. Serp, M. Zhiani, J. Power Sources 190, 241 (2009)

    CAS  Google Scholar 

  91. D.Z. Jeffery, G.A. Camara, Electrochem Commun 12, 1129 (2010)

    CAS  Google Scholar 

  92. Y. Kwon, M.T.M. Koper, Anal. Chem. 82, 5420 (2010)

    CAS  Google Scholar 

  93. M. Simões, S. Baranton, C. Coutanceau, Appl Catal B Environ 110, 40 (2011)

    Google Scholar 

  94. R.S. Goncalves, W.E. Triaca, T. Rabockai, Anal Lett Pt A 18, 957 (1985)

    CAS  Google Scholar 

  95. J.F. Gomes, C.A. Martins, M.J. Giz, G. Tremiliosi-Filho, G.A. Camara, J. Catal. 301, 154 (2013)

    CAS  Google Scholar 

  96. J. Joo, T. Uchida, A. Cuesta, M.T.M. Koper, M. Osawa, J. Am. Chem. Soc. 135, 9991 (2013)

    CAS  Google Scholar 

  97. V. Grozovski, F.J. Vidal-Iglesias, E. Herrero, J.M. Feliu, ChemPhysChem 12, 1641 (2011)

    CAS  Google Scholar 

  98. C.A. Martins, M.J. Giz, G.A. Camara, Electrochim. Acta 56, 4549 (2011)

    CAS  Google Scholar 

  99. P.S. Fernández, M.E. Martins, C.A. Martins, G.A. Camara, Electrochem Commun 15, 14 (2012)

    Google Scholar 

  100. B. Peng, C. Zhao, I. Mejía-Centeno, G.A. Fuentes, A. Jentys, J.A. Lercher, Catal. Today 183, 3 (2012)

    CAS  Google Scholar 

  101. A. Hilmi, E.M. Belgsir, J.M. Léger, C. Lamy, J. Electroanal. Chem. 380, 177 (1995)

    Google Scholar 

  102. Y. Kwon, Y. Birdja, I. Spanos, P. Rodriguez, M.T.M. Koper, ACS Catal. 2, 759 (2012)

    CAS  Google Scholar 

  103. H. Kimura, Appl. Catal. A Gen. 105, 147 (1993)

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Janaina F. Gomes or Germano Tremiliosi-Filho.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Gomes, J.F., Oliveira, V.L., Pratta, P.M.P. et al. Reactivity of Alcohols with Three-Carbon Atom Chain on Pt in Acidic Medium. Electrocatalysis 6, 7–19 (2015). https://doi.org/10.1007/s12678-014-0218-x

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12678-014-0218-x

Keywords

Navigation