Skip to main content
Log in

Selective hydrogenation of dienic and acetylenic compounds on metal-containing catalysts

  • Chemical Kinetics and Catalysis
  • Published:
Russian Journal of Physical Chemistry A Aims and scope Submit manuscript

Abstract

Studies on selective hydrogenation of dienic and acetylenic hydrocarbons and their derivatives on metal-containing catalysts are reviewed. The review covers publications over a wide period of time and concentrates on the fundamental principles of catalyst operation. The catalysts modified in the surface layer were shown to be promising for selective hydrogenation.

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.

Similar content being viewed by others

References

  1. N. A. Plate and E. V. Slivinskii, Principles of the Chemistry and Technology of Monomers (Nauka/Interperiodika, Moscow, 2002) [in Russian].

    Google Scholar 

  2. G. Ertl, H. Knozinger, F. Schuth, and J. Weitkamp, Handbook of Heterogeneous Catalysts (VCH, Weinheim, Germany, 1997), Vol. 5.

    Book  Google Scholar 

  3. J. P. Boitiaux, J. Cosyns, and E. Robert, Appl. Catal. 32, 145 (1987).

    Article  CAS  Google Scholar 

  4. E. G. Khrenov, E. A. Perminova, and I. G. Fal’kov, Catalysts and Processes of Selective Hydrogenation in Petrochemical and Chemical Industries, Synthetic Rubber Industry Ser., No. 2 (TsNIITEneftekhim, Moscow, 1993) [in Russian].

    Google Scholar 

  5. N. M. Ostrovskii, Catalyst Deactivation Kinetics (Nauka, Moscow, 2001) [in Russian].

    Google Scholar 

  6. J. P. Boitiaux, J. Cosyns, M. Derrien, and G. Leger, Hydrocarbon Process. 64 (3), 51 (1985).

    CAS  Google Scholar 

  7. S. Matar and L. F. Hatch, Chemistry of Petrochemical Processes, 2nd ed. (Elsevier, Amsterdam, 2001), Ch. 9, p. 238.

    Book  Google Scholar 

  8. Kirk-Othmer Encyclopedia of Chemical Technology (Wiley, New York, 2004), Vol. 20, p. 126

  9. A. D. Berents, A. B. Vol’-Epshtein, and T. N. Mukhina, Processing of Liquid Products of Pyrolysis (Khimiya, Moscow, 1985), p. 44 [in Russian].

    Google Scholar 

  10. F. Zhang and X. Huang, Preprint Am. Chem. Soc., Petrol. Chem. 53, 129 (2008)

    Google Scholar 

  11. A. Hugon, L. Delannoy, and C. Louis, Gold Bull. 41, 127 (2008).

    Article  CAS  Google Scholar 

  12. X. Zhang, H. Shi, and B. Q. Xu, Studies Surf. Sci. Catal. 172, 481 (2006).

    Google Scholar 

  13. E. Opara, D. Lundie, T. Lear, et al., Phys. Chem. Chem. Phys., No. 6, 5588 (2004).

    Article  CAS  Google Scholar 

  14. V. M. Frolov, O. P. Parenago, and A. V. Novikova, Neftekhimiya 31, 197 (1991).

    CAS  Google Scholar 

  15. P. S. Ivanov, V. D. Stytsenko, and I. A. Eigenson, Neftekhimiya 29, 762 (1989).

    CAS  Google Scholar 

  16. International Patent Application No. WO/2007/131077.

  17. H. Zhao and B. E. Koel, J. Catal. 234, 24 (2005).

    Article  CAS  Google Scholar 

  18. J. Branco, A. Goncalves, A. Pires de Mato, J. Alloys Compd. 465, 361 (2008).

    Article  CAS  Google Scholar 

  19. V. D. Stytsenko, Appl. Catal. A: Gen. 126, 1 (1995).

    Article  CAS  Google Scholar 

  20. V. D. Stytsenko, Tr. RGU Nefti Gaza Gubkina 255, 133 (2009).

    Google Scholar 

  21. A. A. Solov’yanov, V. V. Kharatyan, and V. D. Stytsenko, Khim. Tekhnol., No. 6, 123 (2010).

    Google Scholar 

  22. R. Hou et al., J. Catal. 316, 1 (2014).

    Article  CAS  Google Scholar 

  23. R. Hou et al., Appl. Catal. A: Gen. 490, 17 (2015).

    Article  CAS  Google Scholar 

  24. L. Piccolo, A. Valcarcel, and M. Bausach, Phys. Chem. Chem. Phys. 10, 5504 (2008).

    Article  CAS  Google Scholar 

  25. M. Benkhaled, C. Descorme, and D. Duprez, Appl. Catal. A: Gen. 346, 36 (2008).

    Article  CAS  Google Scholar 

  26. I. Lee and F. Zaera, J. Phys. Chem. C 111, 10062 (2007).

    Article  CAS  Google Scholar 

  27. J. Silvestre-Albero, M. Borasio, G. Rupprechter, and H. Freund, Catal. Commun. 8, 292 (2007).

    Article  CAS  Google Scholar 

  28. G. C. Bond, C. Louis, and D. T. Thompson, in Catalysis by Gold, Ed. by G. J. Hutchings, Catalysis Science Series (Imperial College Press, London, 2006), Vol. 6, p. 161.

  29. X. Zhang, H. Shi, and B.-Q. Xu, Catal. Today 122, 330 (2007).

    Article  CAS  Google Scholar 

  30. Zhi-Pan Liu, Chuan-Ming Wang, Kang-Nian Fan, Angew. Chem., Int. Ed. 45, 6865 (2006).

    Article  CAS  Google Scholar 

  31. V. Amir-Ebrahimi and J. Rooney, Catal. Lett. 127, 20 (2009).

    Article  CAS  Google Scholar 

  32. H. Hirai, S. Komatsuzaki, and N. Toshima, Bull. Chem. Soc. Jpn. 57, 488 (1984).

    Article  CAS  Google Scholar 

  33. Wei-Jiang Wang, Ming-Hua Qiao, Jun Yang, et al., Appl. Catal. A: Gen. 163, 101 (1997).

    Article  CAS  Google Scholar 

  34. H. Sakamoto, K. Takasaki, Y. Harano, and T. Imoto, J. Appl. Chem. Biotechnol. 24, 759 (1974).

    Article  CAS  Google Scholar 

  35. JP Patent No. 2006232776 (A) (2006).

  36. RO Patent No. 96183 (A2) (1989).

  37. P. E. Garcia, A. S. Lynch, A. Monaghan, and S. D. Jackson, Catal. Today 164, 548 (2011).

    Article  CAS  Google Scholar 

  38. V. V. Molchanov, V. V. Chesnokov, R. A. Buyanov, N. A. Zaitsev, and V. I. Zaikovskii, Kinet. Catal. 46, 660 (2005).

    Article  CAS  Google Scholar 

  39. B. Bachiller-Baeza, J. Peña-Bahamonde, E. Castillejos- López, et al., Catal. Today 249, 63 (2015).

    Article  CAS  Google Scholar 

  40. Shu-ying Zhu, Rui-jun Hou, and Tie-feng Wang, Chin. J.Process Eng. 12, 489 (2012).

    CAS  Google Scholar 

  41. S. Chinayon, O. Mekasuwandumrong, and J. Panpranot, Catal. Commun. 9, 2297 (2008).

    Article  CAS  Google Scholar 

  42. J. H. Kang, E. W. Shin, W. J. Kim, et al., Catal. Today 63, 183 (2000).

    Article  Google Scholar 

  43. Wei Huang, Ai Li, R. F. Lobo, and J. G. Chen, Catal. Lett. 130, 380 (2009).

    Article  CAS  Google Scholar 

  44. A. A. Lamberov, S. R. Egorova, I. R. Il’yasov, Kh. Kh. Gil’manov, S. V. Trifonov, V. M. Shatilov, and A. Sh. Ziyatdinov, Kinet. Catal. 48, 136 (2007).

    Article  CAS  Google Scholar 

  45. I. S. Mashkovskii, O. P. Tkachenko, G. N. Baeva, and A. Yu. Stakheev, Kinet. Catal. 50, 768 (2009).

    Article  CAS  Google Scholar 

  46. D. Teschner, J. Borsodi, A. Wootsch, and Z. Révay, Science 320 (5872), 86 (2008).

  47. A. Yu. Stakheev, I. C. Mashkovskii, O. P. Tkachenko, K. V. Klementiev, W. Grünert, G. N. Baeva, and L. M. Kustov, Russ. Chem. Bull. 58, 280 (2009).

    Article  CAS  Google Scholar 

  48. A. Borodzinski, Catal. Lett. 71 (3-4), 20 (2001).

    Google Scholar 

  49. J. C. Dunphy, M. Rose, S. Behler, D. F. Ogletree, and M. Salmeron, Phys. Rev. B 57, R12705 (1998).

    Article  CAS  Google Scholar 

  50. A. Sarkany, React. Kinet. Catal. Lett. 74, 299 (2001).

    Article  CAS  Google Scholar 

  51. Ruijun Hou, Tiefeng Wang, and Xiaocheng Lan, Ind. Eng. Chem. Res. 52, 13305 (2013).

    Article  CAS  Google Scholar 

  52. Ruijun Hou, Xiaocheng Lan, and Tiefeng Wang, Catal. Today 251, 47 (2015).

    Article  CAS  Google Scholar 

  53. E. Ya. Mirskaya et al., Dokl. Akad. Nauk SSSR 276, 1407 (1984).

    CAS  Google Scholar 

  54. W. Long et al., ACS Catal. 3, 1700 (2013).

    Article  CAS  Google Scholar 

  55. S. G. Kwon et al., Nanoletters 12, 5382 (2012).

    Article  CAS  Google Scholar 

  56. A. A. Solov’yanov, V. V. Kharatyan, and V. D. Stytsenko, Khim. Tekhnol., No. 6, 718 (2011).

    Google Scholar 

  57. Kangjun Wang, Yangying Chen, Xiaosong Li, and Huixian Ding, Catal. Lett. 127, 392 (2009).

    Article  CAS  Google Scholar 

  58. M. A. Volpe, P. Rodriguez, and C. E. Gigola, Catal. Lett. 61, 27 (1999).

    Article  CAS  Google Scholar 

  59. B. S. Bal’zhinimaev, V. V. Barelko, A. G. Suknev, E. A. Paukshtis, L. G. Simonova, V. B. Goncharov, V. L. Kirillov, and A. V. Toktarev, Kinet. Catal. 43, 542 (2002).

    Article  Google Scholar 

  60. Yu. K. Gulyaeva et al., Catal. Today 245, 139 (2015).

    Article  CAS  Google Scholar 

  61. Minghui Dong, Zhiyong Pan, and Ying Peng, AIChE J. 54, 1359 (2008).

    Google Scholar 

  62. N. Wongwaranon, O. Mekasuwandumrong, P. Praserthdam, and J. Panpranot, Catal. Today 131, 553 (2008).

    Article  CAS  Google Scholar 

  63. A. Ota et al., J. Phys. Chem. C 115, 1368 (2010).

    Article  Google Scholar 

  64. International Patent Application No. WO 2006/096397.

  65. International Patent Application No. WO 2009/037301.

  66. T. V. Choudhary, C. Sivadinarayana, A. K. Datye, and D. Kumar, J. Catal. Lett. 86, 1 (2003).

    Article  CAS  Google Scholar 

  67. A. C. Gluhoi, J W. Bakker, and B. E. Nieuwenhuys, Catal. Today 154, 13 (2010).

    Article  CAS  Google Scholar 

  68. S. A. Nikolaev, V. V. Smirnov, A. Yu. Vasil’kov, and V. L. Podshibikhin, Kinet. Catal. 51, 375 (2010).

    Article  CAS  Google Scholar 

  69. International Patent Application No. WO 02/078839.

  70. F. Bautista, J. Campelo, and A. Garcia, Catal. Lett. 52, 205 (1998).

    Article  CAS  Google Scholar 

  71. W. Donphai et al., Ind. Eng. Chem. Res. 53, 10105 (2014).

    Article  CAS  Google Scholar 

  72. P. Weerachawanasak, P. Praserthdam, M. Arai, and J. Panpranot, J. Mol. Catal. A: Chem. 279, 133 (2008).

    Article  CAS  Google Scholar 

  73. E. V. Belyaeva, V. I. Isaeva, E. E. Said-Galiev, O. P. Tkachenko, S. V. Savilov, A. V. Egorov, L. M. Kozlova, V. Z. Sharf, and L. M. Kustov, Russ. Chem. Bull. 63, 396 (2014).

    Article  CAS  Google Scholar 

  74. S. A. Nikolaev, N. A. Permyakov, V. V. Smirnov, A. Yu. Vasil’kov, and S. N. Lanin, Kinet. Catal. 51, 288 (2010).

    Article  CAS  Google Scholar 

  75. Q. Ying, Z. Deqiang, and J. Cailan, Shihua Jishu Yu Yingyong 24, 455 (2006).

    Google Scholar 

  76. S. Bhogeswararao and D. Srinivas, Catal. Lett. 140, 55 (2010).

    Article  CAS  Google Scholar 

  77. S. Mahmoud, A. Hammoudeh, S. Gharaibeh, and J. Melsheimer, J. Mol. Catal. A: Chem. 178, 161 (2002).

    Article  CAS  Google Scholar 

  78. International Patent Application No. WO 2002/02500.

  79. P. Serp and E. Castillejos, Chem. Catal. Chem. 2, 41 (2010).

    CAS  Google Scholar 

  80. C. Pham-Huu, N. Keller, G. Ehret, and M. Ledoux, J. Mol. Catal. A: Chem. 170, 155 (2001).

    Article  CAS  Google Scholar 

  81. CN Patent No. 101716510.

  82. Marketsandmarketscom., April 2015, Report Code: CH 3322.

  83. C. V. Rode, J. Jpn. Petrol. Inst. 51, 119 (2008).

    Article  CAS  Google Scholar 

  84. A. Drelinkiewicz, A. Zieba, A. Krol, et al., J. Chem. 82, 1717 (2008).

    CAS  Google Scholar 

  85. A. Knapik, A. Drelinkiewicz, W. Bukowski, and J. Noworol, J. Catal. Lett. 122, 155 (2008).

    Article  CAS  Google Scholar 

  86. E. V. Pyatnitsyna, M. M. El’chaninov, and A. P. Savost’yanov, Russ. J. Appl. Chem. 79, 89 (2006).

    Article  CAS  Google Scholar 

  87. Ch. Berguerand, I. Yuranov, F. Cárdenas-Lizana, et al., J. Phys. Chem. C 118, 12250 (2014).

    Article  CAS  Google Scholar 

  88. V. I. Isaeva, O. P. Tkachenko, E. V. Afonina, et al., Microporous Mesoporous Mater. 166, 167 (2013).

    Article  CAS  Google Scholar 

  89. E. M. Sulman et al., Topics Catal. 55, 492 (2012).

    Article  CAS  Google Scholar 

  90. L. Nikoshvili et al., Catal. Today 241, 179 (2015).

    Article  CAS  Google Scholar 

  91. International Patent Application No. WO 2008/098620.

  92. CN Patent No. 101348416 A (2009).

  93. US Patent No. 6469221 (B1) (2002).

  94. G. M. Pajonk and S. J. Teishner, Studies Surf. Sci. Catal. 27, 277 (1986).

    Article  Google Scholar 

  95. J. Margitfalvi, S. Szabo, and F. Nagy, in Catalytic Hydrogenation, Ed. by L. Cerveny, Studies in Surface Science and Catalysis (Elsevier, Amsterdam, 1986), Vol. 27.

  96. A. Schatz, O. Reiser, and W. Stark, Eur. J. 16, 8950 (2010).

    Article  Google Scholar 

  97. L. de Rogatis, M. Cargnello, V. Gombac, and P. Fornasiero, ChemSusChem 3, 24 (2010).

    Article  Google Scholar 

  98. V. D. Stytsenko, A. Yu. D’yakonov, Yu. V. Maksimov, et al., Kinet. Katal. 28, 915 (1987).

    CAS  Google Scholar 

  99. V. D. Stytsenko, O. V. Kovalenko, and A. Ya. Rozovskii, Kinet. Katal. 32, 163 (1991).

    CAS  Google Scholar 

  100. H. Miura, Hyemen 20, 187 (1982).

    CAS  Google Scholar 

  101. N. Mizuno, Modern Heterogeneous Oxidation Catalysis: Design, Reactions, and Characterization (Wiley, New York, 2009).

    Book  Google Scholar 

  102. B. C. Gates and H. Knözinger, Impact of Surface Science on Catalysis (Academic, New York, 2000).

    Google Scholar 

  103. A. Ya. Rozovskii, V. D. Stytsenko, and V. F. Tret’yakov, Kinet. Katal. 20, 79 (1979).

    CAS  Google Scholar 

  104. Smithells Metals Reference Book (Butterworths, London, 1983).

  105. B. Didillon, J. P. Candy, A. El Mansour, et al., J. Mol. Catal. 74, 43 (1992).

    Article  CAS  Google Scholar 

  106. M. M. Vargaftik, V. P. Zagorodnikov, I. P. Stolyarov, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 10, 2381 (1985).

    Google Scholar 

  107. H. Kobayashi, M. Yamauchi, H. Kitagawa, et al., J. Am. Chem. Soc. 130, 1828 (2008).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to V. D. Stytsenko.

Additional information

Original Russian Text © V.D. Stytsenko, D.P. Mel’nikov, 2016, published in Zhurnal Fizicheskoi Khimii, 2016, Vol. 90, No. 5, pp. 691–702.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Stytsenko, V.D., Mel’nikov, D.P. Selective hydrogenation of dienic and acetylenic compounds on metal-containing catalysts. Russ. J. Phys. Chem. 90, 932–942 (2016). https://doi.org/10.1134/S0036024416040294

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0036024416040294

Keywords

Navigation