화학공학소재연구정보센터
Journal of Industrial and Engineering Chemistry, Vol.94, 448-456, February, 2021
Natural marble powder-modified SBA-15 as an efficient catalyst for the selective production of 2-methyl-2-pentenal from n-propanal self-aldol condensation
E-mail:, ,
In this study, conversion of n-propanal to produce 2-methyl-2-pentenal (C6 compound, a fuel range precursor) was carried out using AMW-SBA-15 catalyst synthesized from activated marble waste (AMW) consisting mainly of Ca2+ and Mg2+ ions. AMW-SBA-15 catalysts with different weight ratios of AMW/Si (6, 12, and 18 wt. %) were prepared using single step sol-gel method. The catalytic activities were examined using a fixed bed continuous reactor over temperature ranging from 350-425 °C under atmospheric pressure. The 12AMW-SBA-15 catalysts showed superior catalytic performance with n-propanal conversion of 75 % and C-6 compound selectivity of 81 % at 375 °C without the need of deactivation for 12 h. To elucidate the structure-activity relationship, all catalysts were characterized using a variety of techniques. The superior performance of 12AMW-SBA-15 was ascribed to the high surface area and smaller particle size as well as the high hydrophobicity, which controlled the hydration of Ca2+/Mg2+ ions during the reaction.
  1. Climent MJ, Corma A, Iborra S, Green Chem., 16, 516 (2014)
  2. Kannapu HPR, Mullen CA, Elkasabi Y, Boateng AA, Fuel Process. Technol., 137, 220 (2015)
  3. Luterbacher JS, MartinAlonso D, Dumesic JA, Green Chem., 16, 4816 (2014)
  4. Charles WE, Calvin M, Mengze X, Yagya NR, Choo H, Joshua AS, Nicole L, Stephen CC, ACS Sustain. Chem. Eng., 7, 7386 (2019)
  5. Beatriz V, Ana GG, Andres TA, Martin O, Javier B, Energy Fuels, 24, 2060 (2010)
  6. Ana HG, Javier RM, Begona P, Javier PR, Pieter CAB, Bert MW, Top. Catal., 60, 1522 (2017)
  7. Benjamin K, Hiroshi K, Elzbieta S, Girardon JS, Pascal F, Mickael C, Remy D, Naoki M, Sebastien P, Franck D, Green Chem., 13, 1960 (2011)
  8. Corma A, Huber GW, Sauvanauda L, O'Connor P, J. Catal., 257(1), 163 (2008)
  9. Pham TT, Lobban LL, Resasco DE, Mallinson RG, J. Catal., 266(1), 9 (2009)
  10. Godwin AD, et al., Organic compounds and processes for their manufacture, US 6,307, 093 B1 (2001).
  11. Tsuji H, Yagi F, Hattori H, Kita H, J. Catal., 148(2), 759 (1994)
  12. Shen WQ, Tompsett GA, Xing R, Conner WC, Huber GW, J. Catal., 286, 248 (2012)
  13. Climent MJ, Corma A, Hamid SBA, Iborra S, Mifsud M, Green Chem., 8, 524 (2006)
  14. Keller TC, Rodrigues EG, Perez-Ramirez J, ChemSusChem, 7, 1729 (2014)
  15. Abello S, Medina F, Tichit D, Perez-Ramirez J, Groen JC, Sueiras JE, Salagre P, Cesteros Y, Chem. - Eur. J., 11, 728 (2005)
  16. Rodrigues EG, Keller TC, Mitchell S, Perez-Ramirez J, Green Chem., 16, 4870 (2014)
  17. Guida A, Lhouty MH, Tichit D, Figueras F, Geneste P, Appl. Catal. A: Gen., 164(1-2), 251 (1997)
  18. Tobias CK, Stephane I, Danny V, Elodie GR, Javier PR, Chem. Sci., 5, 677 (2014)
  19. O'Neill RE, Vanoye L, De Bellefon C, Aiouache F, Appl. Catal. B: Environ., 144, 46 (2014)
  20. Constantinou DA, Fierro JLG, Efstathiou AM, Appl. Catal. B: Environ., 95(3-4), 255 (2010)
  21. Ilgen O, Fuel Process. Technol., 92(3), 452 (2011)
  22. Yoosuk B, Udomsap P, Puttasawat B, Appl. Catal. A: Gen., 395(1-2), 87 (2011)
  23. Wilson K, Hardacre C, Lee AF, Monteroa JM, Lee S, Green Chem., 10, 654 (2008)
  24. Tamaddon F, Tayefi M, Hosseini E, Zare E, J. Mol. Catal. A-Chem., 366, 36 (2013)
  25. Sutton D, Kelleher B, Ross JRH, Fuel Process. Technol., 73(3), 155 (2001)
  26. WanG TJ, Chang J, Wu CZ, Fu Y, Chen Y, Biomass Bioenergy, 28, 508 (2005)
  27. Tamaddon F, Tayefi M, Hosseini E, Zare E, J. Mol. Catal. A-Chem., 366, 36 (2013)
  28. Jyothi Y, Somaiah PV, Reddy KHP, Venkateshwarlu V, Swamy KK, Raju BD, Rao KSR, Catal. Commun., 101, 66 (2017)
  29. O'Neill RE, Vanoye L, De Bellefon C, Aiouache F, Appl. Catal. B: Environ., 144, 46 (2014)
  30. Yi MW, Zheng YW, Yi LW, Jian HZ, Microporous Mesoporous Mater., 84, 127 (2005)
  31. Sarawade PB, Kim JK, Hilonga A, Kim HT, Powder Technol., 197(3), 288 (2010)
  32. Mohan V, Pramod CV, Suresh M, Reddy KHP, Raju BD, Rao KSR, Catal. Commun., 18, 89 (2012)
  33. Song SW, Hidajat K, Kawi S, Langmuir, 21(21), 9568 (2005)
  34. Bai Y, Yang H, Yang W, Li Y, Sun C, Sens. Actuators B-Chem., 124, 179 (2007)
  35. Yiu HHP, Wright PA, Botting NP, J. Mol. Catal. B-Enzym., 15, 81 (2001)
  36. Zhao DY, Feng JL, Huo QS, Melosh N, Fredrickson GH, Chmelka BF, Stucky GD, Science, 279(5350), 548 (1998)
  37. Renchao C, Dong G, Lin S, Dongyuan Z, J. Mater. Chem., 21, 17371 (2011)
  38. Linssen T, Cassiers K, Cool P, Vansant EF, Adv. Colloid Interface Sci., 103, 121 (2003)
  39. Khodakov Y, Zholobenko VL, Bechara R, Durant D, Microporous Mesoporous Mater., 79, 29 (2005)
  40. Xiao FS, Top. Catal., 35, 9 (2005)
  41. Gao F, Zhang Y, Wan H, Kong Y, Wu X, Dong L, Li B, Chen Y, Microporous Mesoporous Mater., 110, 508 (2008)
  42. Vinu A, Hossain KZ, Ariga K, J. Nanosci. Nanotechnol., 5, 347 (2005)
  43. Anand N, Reddy KHP, Swapna V, Rao KSR, Raju BD, Microporous Mesoporous Mater., 143, 132 (2011)
  44. Anand N, Reddy KHP, Prasad GVS, Rao KSR, Raju BD, Catal. Commun., 23, 5 (2012)
  45. Stevens JG, Bourne RA, Poliakoff M, Green Chem., 11, 409 (2009)
  46. Gangadharan A, Shen M, Sooknoi T, Resasco DE, Mallinson RG, Appl. Catal. A: Gen., 385(1-2), 80 (2010)
  47. Pyo SH, Hedstrom M, Lundmark S, Rehnberg N, Rajni HK, Org. Process Res. Dev., 15, 631 (2011)
  48. Wang TJ, Chang J, Wu CZ, Fu Y, Chen Y, Biomass Bioenergy, 28
  49. Anand N, Ramudu P, Reddy KHP, Rao KSR, Jagadeesh B, Babu VSP, Burri DR, Appl. Catal. A: Gen., 454, 119 (2013)
  50. Thitsartarn W, Maneerung T, Kawi S, Energy, 89, 946 (2015)
  51. Gunasekaran S, Anbalagan G, J. Raman Spectrosc., 38, 846 (2007)
  52. Lanas J, Alvarez JI, Thermochim. Acta, 423(1-2), 1 (2004)
  53. Tamaddon F, Tayefi M, Hosseini E, Zare E, J. Mol. Catal. A-Chem., 366, 36 (2013)
  54. Yoosuk B, Udomsap P, Puttasawat B, Appl. Catal. A: Gen., 395(1-2), 87 (2011)
  55. Sutton D, Kelleher B, Ross JRH, Fuel Process. Technol., 73(3), 155 (2001)
  56. Scheidt FM, J. Catal., 3, 372 (1964)
  57. Sharma SK, Parikh PA, Jasra RV, J. Mol. Catal. A-Chem., 278(1-2), 135 (2007)