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Applications of Amine-functionalized Mesoporous Silica in Fine Chemical Synthesis

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Abstract

SBA-15 silica containing homogeneously distributed amine-functional groups and of fiber or platelet morphology was prepared through a modified co-condensation method using P123 copolymer as template under acidic condition. Synthetic factors which led to well-ordered mesoporous materials with high loadings of various amine groups were discussed. The resultant mesoporous materials were efficient base catalysts in Knoevenagel and Claisen–Schmidt addition reactions. The activities over SBA-15 materials with different amino-functional groups are compared. Moreover, the advantage of ordered large mesopores of SBA-15 in catalyzing liquid phase reactions was demonstrated, and the reaction rate could be further increased when SBA-15 was with platelet morphology and short mesochannels.

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References

  1. Kresge CT, Leonowicz ME, Roth WJ, Vartuli JC, Beck JS (1992) Nature 359:710

    Article  CAS  Google Scholar 

  2. Beck JS, Vartuli JC, Roth WJ, Leonowicz ME, Kresge CT, Schmitt KD, Chu CTW, Olson DH, Sheppard EW, McCullen SB, Higgins JB, Schlenker JL (1992) Journal of the American Chemical Society 114:10834

    Article  CAS  Google Scholar 

  3. Das D, Lee JF, Cheng S (2004) J Catal 223:152

    Article  CAS  Google Scholar 

  4. Thomas JM, Raja R (2004) J Organometal Chem 689:4110

    Article  CAS  Google Scholar 

  5. Yuliarto B, Zhou HS, Yamada T, Honma I, Katsumura Y, Ichihara M (2004) Analytical Chemistry 76:6719

    Article  CAS  Google Scholar 

  6. Yang PD, Deng T, Zhao DY, Feng PY, Pine D, Chmelka BF, Whitesides GM, Stucky GD (1998) Science 282:2244

    Article  CAS  Google Scholar 

  7. Lin VSY, Lai CY, Huang JG, Song SA, Xu S (2001) Journal of the American Chemical Society 123:11510

    Article  CAS  Google Scholar 

  8. Huh S, Chen HT, Wiench JW, Pruski M, Lin VSY (2004) Journal of the American Chemical Society 126:1010

    Article  CAS  Google Scholar 

  9. Margollese D, Melero JA, Christianesn SC, Chmelka BF, Stucky GD (2000) Chem Mater 12:2448

    Article  Google Scholar 

  10. Wang Y, Zibrowius B, Yang C, Spliethoff B, Schüth F (2004) Chem Commun 46

  11. Shah J, Kim SS, Pinnavaia TJ (2004) Chem Commun 572

  12. Burleigh MC, Markowitz MA, Spector MS, Gaber BP (2001) Chem Mater 13:4760

    Article  CAS  Google Scholar 

  13. Goto Y, Inagaki S (2002) Chem Commun 2410

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

    Article  CAS  Google Scholar 

  15. Beaudet L, Hossain KZ, Mercier L (2003) Chem Mater 15:327

    Article  CAS  Google Scholar 

  16. Walcarius A, Delacote C (2003) Chem Mater 15:4181

    Article  CAS  Google Scholar 

  17. Macquarrie DJ, Jackson DB (1997) Chem Commun 1781

  18. Utting KA, Macquarrie DJ (2000) New J Chem 24:591

    Article  CAS  Google Scholar 

  19. Brunel D, Fajula F, Nagy JB, Deroide B, Verhoef MJ, Veum L, Peters JA, Van Bekkum H (2001) Appl Catal A: Gen 213:73

    Article  CAS  Google Scholar 

  20. Chong ASM, Zhao XS (2003) J Phys Chem B 107:12650

    Article  CAS  Google Scholar 

  21. Yiu HHP, Wright PA, Botting NP (2001) Journal of Molecular Catalysis. B, Enzymatic 15:81

    Article  CAS  Google Scholar 

  22. Wang X, Lin KSK, Chan JCC, Cheng S (2004) Chem Commun 2762

  23. Wang X, Lin KSK, Chan JCC, Cheng S (2005) J Phys Chem B 109:1763

    Article  CAS  Google Scholar 

  24. Wang X, Tseng Y-H, Chan JCC, Cheng S (2005) Micropor Mesopor Mat 85:241

    Article  CAS  Google Scholar 

  25. Wang X, Chan JCC, Tseng YH, Cheng S (2006) Micropor Mesopor Mat 95:57

    Article  CAS  Google Scholar 

  26. Guo W, Park JY, Oh MO, Jeong HW, Cho WJ, Kim I, Ha CS (2003) Chem Mater 15:2295

    Article  CAS  Google Scholar 

  27. Zhao XS, Lu GQ, Whittaker AK, Millar GJ, Zhu HY (1997) J Phys Chem B 101:6525

    Article  CAS  Google Scholar 

  28. Wang X, Cheng S (2006) Catalysis Communications 7:689

    Article  CAS  Google Scholar 

  29. Dahr DN (1981) The chemistry of chalcones and related compounds. Wiley, New York

    Google Scholar 

  30. Harbone JB, Mabry TJ (1982) The flavonoids: advances in research. Chapman &Hall, New York

    Google Scholar 

  31. Sheldon RA, Downing RS (1999) Appl. Catal. A Gen. 189:163

    Article  CAS  Google Scholar 

  32. Besson M, Bonnet MC, Gallezot P, Tkatchenko I, Tuel A (1999) Catal. Today 51:547

    Article  CAS  Google Scholar 

  33. Drexler MT, Amiridis MD (2003) J. Catal. 214:136

    Article  CAS  Google Scholar 

  34. Varma RS, Kabalka GW, Evans LT, Pagni RM (1985) Synthetic Communications 15:279

    Article  CAS  Google Scholar 

  35. Sartori G, Bigi F, Maggi R, Sartorio R, Macquarrie DJ, Lenarda M, Storaro L, Coluccia S, Martra G (2004) J. Catal. 222:410

    Article  CAS  Google Scholar 

  36. Moscovi R, Ferraz JP, Neves EA, Tognoli JO, El Seoud MI, do Amaral LJ (1976) Org Chem 41:4093

    Article  Google Scholar 

  37. Chen S-Y, Tang C-Y, Chuang W-T, Lee J-J, Tsai Y-L, Chan JCC, Lin C-Y, Liu Y-C, Cheng S (2008) Chem. Mater. 20:3906

    Article  CAS  Google Scholar 

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Acknowledgements

This work was supported by National Science Council and the Ministry of Education, Taiwan.

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Correspondence to Soofin Cheng.

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Dedicated to the 50th Anniversary of Catalysis Society of Japan.

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Cheng, S., Wang, X. & Chen, SY. Applications of Amine-functionalized Mesoporous Silica in Fine Chemical Synthesis. Top Catal 52, 681–687 (2009). https://doi.org/10.1007/s11244-009-9216-2

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