Abstract
This paper deals with the specific ability of molecularly imprinted polymers (MIPs) to release and/or to retain their template. MIPs for caffeine with various MIP:porogen volume ratios were prepared by a non-covalent route. Formation of a pre-polymerization complex between the template and the functional monomer was confirmed by nuclear magnetic resonance and computer simulation. The MIP monoliths were successively grinded, sieved, and dried under vacuum. The morphology of the imprinted particles was investigated by scanning electron microscopy, swelling experiments and nitrogen adsorption. Typical release patterns of as-synthesised MIP particles in solvents can be decomposed in three fractions: initial release (φ0), slow release over several hours (ΔφRelease), permanent retention/encapsulation within the MIP (ΔφReservoir). The effect of MIP:porogen volume ratio (related to the MIP porosity) on the releasing/retaining profiles of the materials has been investigated. Finally, the results were critically compared with the available literature and the applicability of MIP reservoirs is briefly discussed.
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F. H. Dickey, Proc. Natl. Acad. Sci. U.S.A., 35, 227 (1949).
G. Wulff and A. Sarhan, Angew. Chem., 84, 364 (1972).
R. Arshady and K. Mosbach, Macromol. Chem. Phys., 182, 687 (1981).
“Molecularly Imprinted Materials Science and Technology,” M. Yan and O. Ramström, Ed., Marcel Dekker, New York, 2005
M. J. Whitcombe and E. N. Vulfson, Adv. Mater., 13, 467 (2001).
Y. Chen and K. D. Shimizu, Org. Lett., 4, 2937 (2002).
P. Manesiotis, A. J. Hall, M. Emgenbroich, M. Quaglia, B. Lorenzi, and B. Sellergren, Chem. Commun., 20, 2278 (2004).
R. Mohamed, P. Mottier, L. Treguier, J. Richoz Payot, E. Yilmaz, J. C. Tabet, and P. A. Guy, J. Agric. Food Chem., 56, 3500 (2008).
G. Vlatakis, L. I. Andersson, R. Müller, and K. Mosbach, Nature, 361, 645 (1993).
G. Wulff, T. Gross, and R. Schönfeld, Angew. Chem., Int. Ed., 36, 1962 (1997).
S. C. Maddock, P. Pasetto, and M. Resmini, Chem. Commun., 5, 536 (2004).
K. Haupt and K. Mosbach, Chem. Rev., 100, 2495 (2000).
D. S. Janiak and P. Kofinas, Anal. Bioanal. Chem., 389, 399 (2007).
C. Alvarez Lorenzo and A. Concheiro, J. Chromatogr., B: Anal. Technol. Biomed. Life Sci., 804, 231 (2004).
B. Sellergren and C. Allender, Adv. Drug Delivery Rev., 57, 1733 (2005).
C. J. Allender, C. Richardson, B. Woodhouse, C. M. Heard, and K. R. Brain, Int. J. Pharm., 195, 39 (2000).
H. Hiratani, A. Fujiwara, Y. Tamiya, Y. Mizutani, and C. A. Lorenzo, Biomaterials, 26, 1293 (2005).
E. V. Piletska, N. V. Turner, A. P. F. Turner, and S. A. Piletsky, J. Controlled Release, 108, 132 (2005).
A. Kydonieus, “Treatise on controlled drug delivery—fundamentals, optimization and applications,” Marcel Dekker, New York, 1992.
N. Peppas, Z. Hilt, A. Khademhosseini, and R. Langer, Adv. Mater., 18, 1345 (2006).
C. I. Lin, A. K. Joseph, C. K. Chang, Y. C. Wang, and Y. D. Lee, Anal. Chim. Acta, 481, 175 (2003).
T. Kobayashi, Y. Murakawi, S. R. Puchalapalli, M. Abe, and N. Fujii, Anal. Chim. Acta, 435, 141 (2001).
G. Theodoridis and P. Manesiotis, J. Chromatogr., A, 948, 163 (2002).
C. Gong, M. H. W. Lam, and H. Yu, Adv. Funct. Mater., 16, 1759 (2006).
Y. Jin and K. H. Row, Bull. Korean Chem. Soc., 28, 276 (2007).
Y. Jin and K. H. Row, J. Ind. Eng. Chem., 3, 494 (2006).
B. Sellergren, M. Lepistö, and K. Mosbach, J. Am. Chem. Soc., 110, 5853 (1988).
M. J. Whitcombe, L. Martin, and E. N. Vulfson, Chromatographia, 47, 457 (1998).
J. Svenson, J. G. Karlsson, and I. A. Nicholls, J. Chromatogr, A, 1024, 39 (2004).
I. Idziak, A. Benrebouh, and F. Deschamps, Anal. Chim. Acta, 435, 137 (2001).
Z. Li, M. Day, J. Ding, and K. Faid, Macromolecules, 38, 2620 (2005).
C. M. Philip and B. Mathew, J. Macromol. Sci., Part A: Pure Appl. Chem., 45, 335 (2008).
B. Sellergren and K. J. Shea, J. Chromatogr., 635, 31 (1993).
F. Svec and J. M. J. Fréchet, Anal. Chem., 64, 820 (1992).
G. P. Gonzalez, P. F. Hernando, and J. S. Durand Alegria, Anal. Chim. Acta, 557, 179 (2006).
A. Guyot, in “Synthesis and separations using functional polymers,” D. C. Sherrington and P. Hodge, Ed., John Wiley & Sons, New York, 1989.
F. Svec and J. M. J. Frechet, Science, 273, 205 (1996).
W. Dong, M. Yan, Z. Liu, G. Wu, and Y. Li, Sep. Purif. Technol., 53, 183 (2007).
S. R. Veith and S. E. Pratsinis, J. Agric. Food Chem., 52, 5964 (2004).
S. R. Veith, E. Hughes, and S. E. Pratsinis, J. Controlled Release, 99, 315 (2004).
F. Lanza and B. Sellergren, Macromol. Rapid. Commun., 25, 59 (2004).
F. Lanza and B. Sellergren, Anal. Chem., 71, 2092 (1999).
M. Rampey, R. J. Umpleby, G. T. Rushton, J. C. Iseman, R. N. Shah, and K. D. Shimizu, Anal. Chem., 76, 1123 (2004).
A. Katz and M. E. Davis, Macromolecules, 32, 4113 (1999).
M. C. Norell, H. S. Andersson, and I. A. Nicholls, J. Mol. Recognit., 11, 98 (1998).
Sreenivasan, Bioseparation, 10, 395 (2001).
Sreenivasan, Angew. Makromol. Chem., 246, 65 (1997).
J. Svenson and I. A. Nicholls, Anal. Chim. Acta, 435, 19 (2001).
J. D. Marty and M. Mauzac, Adv. Polym. Sci., 172, 1 (2005).
H. N. Yow and A. F. Routh, Soft Matter, 2, 940 (2006).
W. Tong, C. Gao, and H. Möwhald, Colloid Polym. Sci., 286, 1103 (2008).
O. Zelphati and F. C. Szoka, J. Liposome Res., 7, 31 (1997).
G. Wulff and K. Knorr, Bioseparation, 10, 257 (2001).
C. Lübke, M. Lübke, M. J. Whitcombe, and E. N. Vulfson, Macromolecules, 33, 5098 (2000).
C. Gong, K. L. Wong, and M. H. W. Lam, Chem. Mater., 20, 1353 (2008).
V. S. Pande, A. Y. Grosberg, and T. Tanaka, Proc. Natl. Acad. Sci. U.S.A., 91, 12976 (1994).
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Vendamme, R., Eevers, W., Kaneto, M. et al. Influence of Polymer Morphology on the Capacity of Molecularly Imprinted Resins to Release or to Retain their Template. Polym J 41, 1055–1066 (2009). https://doi.org/10.1295/polymj.PJ2009098
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DOI: https://doi.org/10.1295/polymj.PJ2009098
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