Skip to main content
SpringerLink
Log in

Heteropolyacids Anchored on Amino-Functionalized MCM-41 via Condensation as Reusable Catalysts for Esterification

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

Amino-functionalized MCM-41 was synthesized via direct condensation, as well as post-grafting, using 3-aminopropyltrimethoxysilane as the functionalization agent. Keggin and Preyssler-structured heteropolyacids (HPAs) were anchored on the surface of amino-functionalized MCM-41 by chemically bonding to amino groups. HPAs directly supported on MCM-41 by impregnation were also prepared for comparison. These catalysts were characterized by Infra-red spectroscopy, X-ray diffraction, N2-adsorption, Hammett indicator and UV–Vis spectroscopy, and evaluated in esterification of n-butanol with acetic acid. HPAs anchored on amino-functionalized MCM-41 via condensation give very stable and substantially higher activity than the ones via grafting. In contrast, MCM-41 supported HPA catalysts prepared by direct impregnating lose their catalytic activities rapidly due to the leaching of HPA active sites. The catalyst activity is discussed in relation with physicochemical properties.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Kozhevnikov IV (1998) Chem Rev 98:171

    Article  CAS  Google Scholar 

  2. Okuhara T (2002) Catal Today 73:167

    Article  CAS  Google Scholar 

  3. Mizuno N, Misono M (1997) Curr Opin Solid State Mater Sci 2:84

    Article  CAS  Google Scholar 

  4. Song IK, Barteau MA (2004) J Mol Catal A Chem 212:229

    Article  CAS  Google Scholar 

  5. Kozhevnikov IV (2007) J Mol Catal A Chem 262:86

    Article  CAS  Google Scholar 

  6. Okuhara T, Mizuno N, Misono M (2001) Appl Catal A Gen 222:63

    Article  CAS  Google Scholar 

  7. Nakato T, Toyoshi Y, Kimura M, Okuhara T (1999) Catal Today 52:23

    Article  CAS  Google Scholar 

  8. Alizadeh MH, Harmalker SP, Jeannin Y, Martin-Frere J, Pope MT (1985) J Am Chem Soc 107:2662

    Article  CAS  Google Scholar 

  9. Heravi MM, Zadsirjan V, Bakhtiari K, Oskooie HA, Bamoharram FF (2007) Catal Commun 8:315

    Article  CAS  Google Scholar 

  10. Bamoharram FF, Heravi MM, Roshani M, Gharib A, Jahangir M (2006) J Mol Catal A Chem 252:90

    Article  CAS  Google Scholar 

  11. Bamoharram FF, Heravi MM, Roshani M, Tavakoli N (2006) J Mol Catal A Chem 252:219

    Article  CAS  Google Scholar 

  12. Bamoharram FF, Heravi MM, Roshani M, Akbarpour M (2006) J Mol Catal A Chem 255:193

    Article  CAS  Google Scholar 

  13. Heravi MM, Bamoharram FF, Rajabzadeh G, Seifi N, Khatami M (2006) J Mol Catal A Chem 259:213

    Article  CAS  Google Scholar 

  14. Bamoharram FF, Heravi MM, Roshani M, Jahangir M, Gharib A (2006) Appl Catal A Gen 302:42

    Article  CAS  Google Scholar 

  15. Hekmatshoar R, Heravi MM, Sadjadi S, Oskooie HA, Bamoharram FF (2008) Catal Commun 9:837

    Article  CAS  Google Scholar 

  16. Kozhevnikov IV, Kloetstra KR, Sinnema A, Zandbergen HW, van Bekkum H (1996) J Mol Catal A Chem 114:287

    Article  CAS  Google Scholar 

  17. Gu Y, Wei R, Ren X, Wang J (2007) Catal Lett 113:41

    Article  CAS  Google Scholar 

  18. Kozhevnikov IV, Sinnema A, Jansen RJJ, Bekkum H (1994) Catal Lett 27:187

    Article  CAS  Google Scholar 

  19. Chu W, Yang X, Shan Y, Ye X, Wu Y (1996) Catal Lett 42:201

    Article  CAS  Google Scholar 

  20. Marme F, Coudurier G, Védrine JC (1998) Micropor Mesopor Mater 22:151

    Article  CAS  Google Scholar 

  21. Blasco T, Corma A, Martínez A, Martínez-Escolano P (1998) J Catal 177:306

    Article  CAS  Google Scholar 

  22. Leonowicz ME, Kresge CT, Roth WJ, Vartuli JC, Beck JS (1992) Nature 359

  23. Liu Y, Xu L, Xu B, Li Z, Jia L, Guo W (2009) J Mol Catal A Chem 297:86

    Article  CAS  Google Scholar 

  24. Kaur J, Griffin K, Harrison B, Kozhevnikov IV (2002) J Catal 208:448

    Article  CAS  Google Scholar 

  25. Xia QH, Hidajat K, Kawi S (2002) J Catal 209:433

    Article  CAS  Google Scholar 

  26. Juan JC, Zhang J, Yarmo MA (2007) J Mol Catal A Chem 267:265

    Article  CAS  Google Scholar 

  27. Kozhevnikov IV, Sinnema A, Jansen RJJ, Pamin K, Bekkum H (1994) Catal Lett 30:241

    Article  CAS  Google Scholar 

  28. Meldl BJ, Stein A, Schroden RC (2000) Adv Mater 12:1403

    Article  Google Scholar 

  29. Pizzio LR, Vázquez PG, Cáceres CV, Blanco MN (2003) Appl Catal A Gen 256:125

    Article  CAS  Google Scholar 

  30. Jin H, Wu Q, Zhang P, Pang W (2005) Solid State Sci 7:333

    CAS  Google Scholar 

  31. Wu S, Zhang W, Wang J, Ren X (2008) Catal Lett 123:276

    Article  CAS  Google Scholar 

  32. Wu S, Wang J, Zhang W, Ren X (2008) Catal Lett 125:308

    Article  CAS  Google Scholar 

  33. Kickelbick G (2004) Angew Chem Int Ed 13:3102

    Article  Google Scholar 

  34. Zhao XS, Lu GQ (1998) J Phys Chem B 102:1556

    Article  CAS  Google Scholar 

  35. Zemanian TS, Fryxell GE, Liu J, Mattigod S, Franz JA, Nie Z (2001) Langmuir 17:8172

    Article  CAS  Google Scholar 

  36. Kruk M, Asefa T, Jaroniec M, Ozin GA (2002) J Am Chem Soc 124:6383

    Article  CAS  Google Scholar 

  37. Mori Y, Pinnavaia TJ (2001) Chem Mater 13:2173

    Article  CAS  Google Scholar 

  38. Diaz JF, Balkus KJ, Bedioui F, Kurshev V, Kevan L (1997) Chem Mater 9:61

    Article  CAS  Google Scholar 

  39. Munoz B, Ramila A, Perez-Pariente J, Diaz I, Vallet-Regi M (2003) Chem Mater 15:500

    Article  CAS  Google Scholar 

  40. Bourlinos AB, Karakostas T, Petridis D (2003) J Phys Chem B 107:920

    Article  CAS  Google Scholar 

  41. Kharat AN, Abedini M (2003) Transition Met Chem 28:339

    Article  CAS  Google Scholar 

  42. Macquarrie DJ (1996) Chem Commun 1961

  43. Tarlani A, Abedini M, Nemati A, Khabaz M, Amini MM (2006) J Colloid Interface Sci 303:32

    Article  CAS  Google Scholar 

  44. Beck JS, Vartuli JC, Roth WJ, Leonowicz ME, Kresge CT, Schmitt KD, Chu CTW, Olson DH, Sheppard EW (1992) J Am Chem Soc 114:10834

    Article  CAS  Google Scholar 

  45. Yokoi T, Yoshitake H, Tatsumi T (2004) J Mater Chem 14:951

    Article  CAS  Google Scholar 

  46. Zhang WH, Shi JL, Wang LZ, Yan DS (2000) Chem Mater 12:1408

    Article  CAS  Google Scholar 

  47. Xu W, Luo Q, Wang H, Francesconi LC, Stark RE, Akins DL (2003) J Phys Chem B 107:497

    Article  CAS  Google Scholar 

  48. Kaba MS, Song IK, Duncan DC, Hill CL, Barteau MA (1998) Inorg Chem 37:398

    Article  CAS  Google Scholar 

  49. Sayari A, Hamoudi S (2001) Chem Mater 13:3151

    Article  CAS  Google Scholar 

  50. Liu QY, Wu WL, Wang J, Ren XQ, Wang YR (2004) Micropor Mesopor Mater 76:51

    Article  CAS  Google Scholar 

  51. Li W, Li L, Wang Z, Cui A, Sun C, Zhao J (2001) Mater Lett 49:228

    Article  CAS  Google Scholar 

  52. Kim H, Jung JC, Yeom SH, Lee K-Y, Yi J, Song IK (2007) Mater Res Bull 42:2132

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors thank Jiangsu Provincial Key Natural Science Foundation for Universities (06KJA53012), Jiangsu Provincial Science and Technology Innovation Program Foundation for Graduate Students (CX08B-114Z), and National Natural Science Foundation of China (Nos. 20476046 and 20776069).

Author information

Authors and Affiliations

  1. State Key Laboratory of Materials-Oriented Chemical Engineering, College of Chemistry and Chemical Engineering, Nanjing University of Technology, 210009, Nanjing, China

    Shanshan Wu, Ping Liu, Yan Leng & Jun Wang

Authors
  1. Shanshan Wu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Ping Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yan Leng
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Jun Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Jun Wang.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Wu, S., Liu, P., Leng, Y. et al. Heteropolyacids Anchored on Amino-Functionalized MCM-41 via Condensation as Reusable Catalysts for Esterification. Catal Lett 132, 500–505 (2009). https://doi.org/10.1007/s10562-009-0123-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-009-0123-8

Keywords

Search

Navigation