Diffusion-based deprotection in mesoporous materials: A strategy for differential functionalization of porous silica particles

Journal of the American Chemical Society

Volumn 129, Issue 31, 2007, Pages 9674-9685

  Cheng, Kai ^a   Landry, Christopher C ^a  

^a UNIVERSITY OF VERMONT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOSILANES; PIPERIDINE SOLUTION;

CONCENTRATION (PROCESS); DIFFUSION; PHYSISORPTION; SILICA; SOLUTIONS;

MESOPOROUS MATERIALS;

9 FLUORENYLMETHYLOXYCARBONYL DERIVATIVE; CARBONYL DERIVATIVE; FLUORENE DERIVATIVE; PIPERIDINE; SILANE DERIVATIVE; SILICON DIOXIDE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CONCENTRATION (PARAMETERS); DEPROTECTION REACTION; DIFFUSION; MATERIALS; POROSITY; REACTION ANALYSIS; SOLID; SURFACE PROPERTY; TEMPERATURE DEPENDENCE; ULTRAVIOLET SPECTROSCOPY;

CHEMISTRY, PHYSICAL; DIFFUSION; MAGNETIC RESONANCE SPECTROSCOPY; MICROSCOPY, CONFOCAL; MOLECULAR STRUCTURE; POROSITY; SILICON DIOXIDE; SURFACE PROPERTIES;

EID: 34547822614     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja070598b     Document Type: Article

References (51)

1. Kresge, C. T.; Leonowicz, M. E.; Roth, W. J.; Vartuli, J. C.; Beck, J. S. Nature 1992, 359, 710.
2. Corma, A. Chem. Rev. 1997, 97, 2373.
3. Beck, J. S.; Vartuli, J. C.; Roth, W. J.; Leonowicz, M. E.; Kresge, C. T.; Schmitt, K. D.; Chu, C. T.-W.; Olson, D. J.; Sheppard, E. W.; McCullen, S. B.; Higgins, J. B.; Schlenker, J. L. J. Am. Chem. Soc. 1992, 114, 10834.
4. Gallis, K. W.; Araujo, J. T.; Duff, K. J.; Moore, J. G.; Landry, C. C. Adv. Mater. 1999, 11, 1452.
5. Gallis, K. W.; KEklund, A. G.; Jull, S. T.; Araujo, J. T.; Moore, J. G.; Landry, C. C. Stud. Surf. Sci. Catal. 2000, 129, 747.
6. Nassivera, T. W.; Eklund, A. G.; Landry, C. C. J. Chromatogr. A 2002, 973, 97.
7. Sorensen, A. C.; Fuller, B. L.; Eklund, A. G.; Landry, C. C. Chem. Mater. 2004, 16, 2157.
8. Bornscheuer, U. T. Angew. Chem., Int. Ed. 2003, 42, 3336.
9. Cetinus, S. A.; Oztop, H. N. Enzyme Microb. Technol. 2003, 32, 889.
10. Lei, C.; Shin, Y.; Liu, J.; Ackerman, E. J. J. Am. Chem. Soc. 2002, 124, 11242.
11. Wang, Y.; Caruso, F. Chem. Mater. 2005, 17, 953.
12. Lakhiari, H.; Legendre, E.; Muller, D.; Jozefonvicz, J. J. Chromatogr. B 1995, 664, 163.
13. Schiel, J. E.; Mallik, R.; Soman, S.; Joseph, K. S.; Hage, D. S. J. Sep. Sci. 2006, 29, 719.
14. Hage, D. S. Clin. Chem. 1999, 45, 593.
15. Svec, F. J. Sep. Sci. 2005, 28, 729.
16. Lai, C.-Y.; Trewyn, B. G.; Jeftinija, D. M.; Jeftinija. K.; Xu, S.; Jeftinija, S.; Lin, V. S.-Y. J. Am. Chem. Soc. 2003, 125, 4451.
17. Stein, A.; Melde, B. J.; Schroden, R. C. Adv. Mater. 2000, 12, 1403.
18. Hoffmann, F.; Cornelius, M.; Morell, J.; Froba, M. Angew. Chem., Int. Ed. 2006, 45, 3216.
19. Descalzo, A. B.; Martinez-Manez, R.; Sancenon, R.; Hoffmann, K.; Rurack, K. Angew. Chem., Int. Ed. 2006, 45, 5924.
20. Vinu, A.; Hossain, K. Z.; Ariga, K. J. Nanosci. Nanotechnol. 2005, 5, 347.
21. Liu, Y.-H.; Lin, H.-P.; Mou, C.-Y. Langmuir 2004, 20, 3231.
22. Huh, S.; Wiench, J. W.; Yoo, J.-C.; Pruski, M.; Lin, V. S.-Y. Chem. Mater. 2003, 15, 4247.
23. Mal, N.-K.; Fujiwara, M.; Tanaka, Y. N. Nature 2003, 421, 350.
24. Giraldo, J.; Vivas, N. M.; Vila, E.; Badia, A. Pharmacol. Ther. 2002, 95, 21.
25. Brummer, S. The Adsorption of Gasea and Vapors; Princeton University Press: Princeton, NJ, 1943.
26. Webb, P. A.; Orr, C. Analytical Methods in Fine Particle Technology; Micromeritics Instrument Corporation: Norcross, GA, 1997.
27. See the Supporting Information.
28. Gallis, K. W.; Landry, C. C. U.S. Patent 6,334,988, 2002.
29. Zhao, X. S.; Lu, G. Q. J. Phys. Chem. B 1998, 102, 1556.
30. Jal, P. K.; Patel, S.; Mishra, B. K. Talanta 2004, 62, 1005.
31. De Juan, F.; Ruiz-Hitzky, E. Adv. Mater. 2000, 12, 430.
32. Feng, X.; Fryxell, G. E.; Wang, L.-Q.; Kim, A. Y.; Liu, J.; Kemner, K. M. Science 1997, 276, 923.
33. Lim, M. H.; Stein, A. Chem. Mater. 1999, 11, 3285.
34. Liu, J.; Shin, Y.; Nie, Z.; Chang, J. H.; Wang, L.-Q.; Fryxell, G. E.; Samuels, W. D.; Exarhos, G. J. J. Phys. Chem. A 2000, 104, 8328.
35. Lindner, E.; Schmneller, T.; Auer, F.; Mayer, H. A. Angew. Chem., Int. Ed. 1999, 38, 2154.
36. Atherton, E.; Sheppard, R. C. The Peptides 1987, 9, 1.
37. Zhao, X. S.; Lu, G. Q.; Whittaker, A. K.; Millar, G. J.; Zhu, H. Y. J. Phys. Chem. B 1997, 101, 6525.
38. Chong, A. S. M.; Zhao, X. S. J. Phys. Chem. B 2003, 107, 12650.
39. Sing, K. S. W.; Everett, D. H.; Haul, R. A. W.; Moscou, L.; Pierotti, R. A.; Rouquerol, J.; Siemieniewska, T. Pure Appl. Chem. 1985, 57, 603.
40. Luan, Z.; Xu, J.; He, H.; Klinowski, J.; Kevan, L. J. Phys. Chem. B 1996, 100, 19595.
41. Luan, Z.; He, H.; Zhou, W.; Cheng, C. F.; Klinowski, J. J. Chem. Soc., Faraday Trans. 1995, 91, 2955.
42. Andrade, J., J. S.; Street, D. A.; Shibusa, Y.; Havlin, S.; Stanley, H. E. Phys. Rev. E 1997, 55, 772.
43. Chan, W. C.; White, P. D. Fmoc Solid Phase Peptide Synthesis: A Practical Approach; Oxford University Press: Oxford, 2000.
44. Lombardo, T.; Ionescu, A.; Lefevre, R. A.; Chabas, A.; Ausset, P.; Cachier, H. Atmos. Environ. 2005, 39, 989.
45. Calace, N.; Nardi, E.; Petronio, B. M.; Pietroletti, M. Environ. Pollut. 2002, 118, 315.
46. Aris, R. The Mathematical Theory of Diffusion and Reaction in Permeable Catalysts; Clarendon: Oxford, 1975.
47. Cussler, E. L. Diffusion: Mass Transfer in Fluid Systems, 2nd ed.; Cambridge University Press: Cambridge, 1997.
48. Blumen, S. R.; Cheng, K.; Ramos-Nino, M.; Taatjes, D.; Weiss, D.; Landry, C. C.; Mossman, B. T. Am. J. Resp. Cell Mol. Biol 2007, 36, 333.
49. Mossman, B. T.; Marsh, J. P.; Hardwick, D.; Gilbert, R.; Hill, S.; Sesko, A.; Shatos, M.; Doherty, J.; Weller, A.; Bergeron, M. J. Free Rad. Biol. Med. 1986, 2, 335.
50. Veronese, F. M.; Schiavon, O.; Pasut, G.; Mendichi, R.; Andersson, L.; Tsirk, A.; Ford, J.; Wu, G.; Kneller, S.; Davies, J.; Duncan, R. Bioconj. Chem. 2005, 16, 775.
51. Blumen, S. R.; Cheng, K.; MacPherson, M.; Ramos-Nino, M. E.; James, T. A.; Taatjes, D. J.; Landry, C. C.; Mossman, B. T. Cancer Res., submitted.