Elaboration of Composite Electrodes based on Raney Nickel- and Pd/C for Electrosynthesis Applications

Elaboration of Composite Electrodes based on Raney Nickel- and Pd/C for Electrosynthesis Applications

Dezso SzikraKrisztina Dublinszki Csaba Cserhati Istvan P. Nagy 

Department of Physical Chemistry, University of Debrecen, P.O.Box 7, H-4010 Debrecen, Hungary

Corresponding Author Email: 
deeezs@yahoo.com
Page: 
133-140
|
DOI: 
https://doi.org/10.14447/jnmes.v13i2.181
Received: 
27 February 2009
| |
Accepted: 
9 December 2010
| | Citation
Abstract: 

Conductive composites of acrylamide and triethylene glycol dimethacrylate were prepared via frontal polymerization with various Raney nickel- and Pd/C content. These materials are proven to be applicable as electrodes in organic electrosynthesis. The incorporation of electrocatalytic metals results in a significant change in the chemoselectivity of the electroreduction of acetophenone, which indicates a change in the mechanism from electronation-protonation to electrocatalytic hydrogenation.

Keywords: 

electroreduction, acetophenone, composite electrode, frontal polymerization

1. Introduction
2. Experimental
3. Results
4. Summary
  References

[1] D. Szikra, T. Váradi, I. P. Nagy, Journal of New Materials for Electrochemical systems, 11, 273 (2008).

[2] N. M. Chechilo, R. J. Khvilivitskii, N. S. Enikolopyan, Dokl. Akad. Nauk SSSR, 204, 1180 (1972).

[3] J. A. Pojman, I. P. Nagy, C. Salter, J. Am. Chem. Soc., 115, 11044 (1993).

[4] J. Szalay, I. P. Nagy, I. Barkai, M. Zsuga, Die Ang. Makr. Chem., 236, 97 (1996).

[5] J. M. Chaupzet, A. Lasia, J. Lessard in J. Lipkowski and P. N. Ross, Electrocatalysis, Wiley: New York, 1998, pp. 155.

[6] A. Velin-Pirkidanovics, J. Lessard, J. Appl. Electrochem., 20, 527 (1990).

[7] P. J. Elving, J. T. Leone, J. Am. Chem. Soc. 80, 1021 (1958).

[8] S. Swann Jr., G. H. Nelson, Trans. Electrochem. Soc., 67, 201 (1935).

[9] S. Swann Jr. et. al., Electrochem. Soc., 85, 231 (1944).

[10] S. Swann Jr., H. D. Kerfman, Trans. Electrochem. Soc., 85, 427 (1947).

[11] L. Horner, D. Degner, Electrochimica Acta, 19, 611 (1974).

[12] D. Brown, L. Horner, Liebigs Ann. Chem., 77 (1977).

[13] J. H. Stocker, R. M. Jenevein, J. Org. Chem., 33, 294 (1968).

[14] J. Stocker, D. N. Kern, R. M. Jenevein, J. Org. Chem. 33, 412 (1968).

[15] J. H. Stocker, R. M. Jenevein, J. Org. Chem., 33, 294 (1968).

[16] P. J. Elving, J. T. Leone, J. Am. Chem. Soc., 80, 1021 (1958).

[17] P. Cognet, A. Ghanem-Lakhal, J. Berlan, A. -M. Wilhelm, H. Delmas, P. -L. Fabre, Chemical Engineering Science 55, 2571 (2000).

[18] P. Cognet, A. -M. Wilhelm, H. Delmas, H. Ait Lyazidi, P. -L. Fabre, Ultrasonics Sonochemistry 7, 163 (2000).

[19] C. Belmant, P. Cognet, J. Berlan, G. Lacoste, P. -L. Fabre, J. -M. Jud, Journal of Applied Electrochemistry 28, 185 (1998).

[20] M. Ishifune, R. Suzuki, Y. Mima, K. Uchida, N. Yamashita, S. Kashimura, Electrochimica Acta, 51, 14 (2005).

[21] S. Kashimura, Y. Murai, Y. Tamai, R. Hirose, M. Ishifune, H. Iwase, H. Yamashita, N. Yamashita, H. Kakegawa, Electrochim. Acta, 46, 3465 (2001).

[22] M. J. Lain, D. Pletcher, Electrochimica Acta, 32, 109 (1987).

[23] L. Chen, A. Lasia, J. Electrochem. Soc., 139, 1058 (1992).

[24] D. Pletcher, M. Razaq, Electrochimica Acta, 26, 819 (1981).

[25] K. Amouzegar and O. Savadogo, Electrochimica Acta 32, 503 (1998).

[26] N. H. Sagert and R. M. Pouteau, Canadian J. Chem. 50, 3686 (1972).

[27] K. Amouzegar and O. Savadogo, Electrochim. Acta. 39, 557 (1994).

[28] L. L. Miller and L. Christensen, J. Org. Chem. 43, 2059 (1978).

[29] K. Amouzegar, O. Savadogo, J. Appl. Electrochem. 27, 539 (1997).

[30] L. Coche, J.-C. Moutet, J. Am. Chem. Soc., 109, 6887 (1987).

[31] L. Coche., B. Ehui, D. Limosin, J. -C. Moutet, J. Org. Chem., 55, 5905 (1990).

[32] J.-C. Moutet, A. Ouari, A. Zouaoui, Electrochim. Acta, 37, 1261 (1982).

[33] M. F. Oliveira, J. -C. Moutet, S. Hamar-Thibault, J. Mater. Chem., 2, 167 (1990).

[34] D. E. Tallman, S. L. Petersen, Electroanalysis, 2, 499 (1990).

[35] R. N. Adams, Analytical Chemistry, 30, 1576 (1958).

[36] D. O’ Hare, J. V. Macpherson, A. Willows, Electrochemistry Communication, 4, 245 (2002).

[37] L. Moreno-Baron, A. Merkoçi, S. Alegret, Electrochimica Acta, 48, 2599 (2003).

[38] A. Doménech, J. Alarcón, Analytica Chimica Acta, 452, 11 (2002).

[39] A. Doménech-Carbó, M. T. Doménech-Carbó, L. Osete-Cortina, J. V. Gimeno-Adelantado, F. Bosch-Reig, R. Mateo-Castro, Talanta, 56, 161 (2002).

[40] F. Albertús, A. Llerena, J. Alpízar, V. Cerdá, M. Luque, A. Ríos, M. Valcárcel, Analytica Chimica Acta, 355, 23 (1997).

[41] A. C. Oliveira, S. X. Santos and É. T. G. Cavalheiro, Talanta, 74, 1043 (2008).

[42] C. M. F. Calixto, R. K. Mendes, A. C. Oliveira, L. A. Ramos, P. Cervini, É. T. G. Cavalheiro, Materials Research, 10, 109 (2007).

[43] M. Chaupzet, A. Lasia, J. Lessard in J. Lipkowski and P. N. Ross Electrocatalysis, Wiley: New York, 1998, pp. 175-191.

[44] P. B. Janardhanan, J. Sci. Ind. Res., 12, 183 (1953).

[45] Sakurai, T. Arai, Bull. Chem. Soc. Jpn., 28, 93 (1955).

[46] T. Chiba, M. Okimoto, H. Nagai, Y. Takata, Bull. Chem. Soc. Jpn., 56, 719 (1983).

[47] G. Belot, D. Desjardins, J. Lessard, Tetrahedron Lett., 25, 5347 (1984).

[48] Y. Senda, M. Tatekoa, H. Itoh, J. Ishiyama, Bull. Chem. Soc. Jpn., 64, 3302 (1991).

[49] Chen, A. Lasia, J. Electrochem. Soc., 140, 2464 (1993).

[50] R. Mozingo, Organic Syntheses, Coll. Vol. 3, 181(1955).

[51] A.J. Bard, L. R. Faul0kner, Electrochemical methods, John Wiley and Sons, New York, 2001, pp. 650.

[52] C. M. A. Brett, A. M. O. Brett, Electrochemistry, Oxford University Press, New York, 1993, pp. 146.

[53] V. S. Bagotsky: Fundamentals of electrochemistry, John Wiley and Sons, 2006, pp 270.

[54] E. E. Abd El Aal, W. Zakria, A. Diab, S. M. Abd El Haleem, Anti-Corrosion Methods and Materials 48, 181 (2001).

[55] Clifford A. Hampel, Encyclopedia of electrochemistry, Reinhold Publishing Co., New York, 1964, pp. 871.

[56] G. Ertl, H. Knözinger, J. Weitkamp: Handbook of heterogeneous catalysis, VCH, Weinhem , 1997.

[57] J. J. Janssen, Electrochimica Acta, 33, 897 (1988).