|
Visible Light-Initiated Preparation of Functionalized Polystyrene Monoliths for Flow Chemistry
Farhan R.
Bou-Hamdan A,
Kathleen
Krüger A,
Klaus
Tauer A,
D. Tyler
McQuade A C D and
Peter H.
Seeberger A B
A
Max Planck Institute of Colloids and Interfaces Am Mühlenberg 1, 14476 Potsdam, Germany.
B
Institute of Chemistry and Biochemistry, Freie Universität Berlin Arnimallee 22, 14195 Berlin, Germany.
C
Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL 32306, USA.
D
Corresponding author. Email: mcquade@chem.fsu.edu
Australian Journal of Chemistry
66(2)
213-217 http://dx.doi.org/10.1071/CH12405
Submitted: 31 August 2012 Accepted: 4 October 2012 Published:
2
November
2012
|  |
|
|
Abstract
Styrenic monoliths are produced using a novel visible light-initiated method. Monoliths with varying pore sizes are produced using 1-dodecanol and 1-dodecanol/THF mixtures and it was demonstrated that the more volatile i-PrOH can replace 1-dodecanol while still providing the same porogenic properties. In addition, the visible light-initiation protocol enables the facile incorporation of monomers that are incompatible with thermal or UV-initiated monolith formation methods. In particular, a reactive N-hydroxysuccinimidyl (NHS)-ester can be incorporated into the monolith and then subsequently used as an attachment point for a catalyst. Lastly, we demonstrate that the functionalized monolith supports acylation reactions well and that the loading of the catalyst impacts the reaction rate. 
|
References
[1]
F. Svec, J. Chromatogr. A. 2010, 1217, 902.
| CrossRef | CAS | 
[2]
M. R. Buchmeiser, Polymer 2007, 48, 2187.
| CrossRef | CAS |
[3]
A. Sachse, A. Galarneau, B. Coq, F. Fajula, New J. Chem. 2011, 35, 259.
| CrossRef | CAS |
[4]
C. Viklund, E. Pontén, B. Glad, K. Irgum, P. Horsted, F. Svec, Chem. Mater. 1997, 9, 463.
| CrossRef | CAS |
[5]
Z. Walsh, P. A. Levkin, V. Jain, B. Pauli, F. Svec, M. Macka, J. Sep. Sci. 2010, 33, 61.
| CrossRef | CAS |
[6]
Z. Walsh, S. Abele, B. Lawless, D. Heger, P. Klan, M. C. Breadmore, B. Paull, M. Macka, Chem. Comm. 2008, 6504.
| CAS |
[7]
M. Baumann, I. R. Baxendale, S. V. Ley, N. Nikbin, C. D. Smith, Org. Biomol. Chem. 2008, 6, 1587.
| CrossRef | CAS |
[8]
N. Nikbin, M. Ladlow, S. V. Ley, Org. Process Res. Dev. 2007, 11, 458.
| CrossRef | CAS |
[9]
C. J. Smith, C. D. Smith, N. Nikbin, S. V. Ley, I. R. Baxendale, Org. Biomol. Chem. 2011, 9, 1927.
| CrossRef | CAS |
[10]
M. E. Buck, D. M. Lynn, Polym. Chem. 2012, 3, 66.
| CrossRef | CAS |
[11]
Y. Xie, X. Yang, J. Pu, Y. Zhao, Y. Zhang, G. Xie, J. Zheng, H. Yuan, F. Liao, Spectrochim. Acta A 2010, 77, 869.
| CrossRef |
[12]
P. Laurino, H. F. Hernandez, J. Bräuer, K. Krüger, H. Grützmacher, K. Tauer, P. H. Seeberger, Macromol. Rapid Commun. 2012,
| CrossRef |
[13]
F. R. Bou-Hamdan, P. H. Seeberger, Chem. Sci. 2012, 3, 1612.
| CrossRef | CAS |
[14]
S. J. Pierre, J. C. Thies, A. Dureault, N. R. Cameron, J. C. M. van Hest, N. Carette, T. Michon, R. Weberskirch, Adv. Mater. 2006, 18, 1822.
| CrossRef | CAS |
[15]
G. Odian, Principles of Polymerization 2004, 4th edn (Wiley-Interscience: Hoboken, NJ).
[16]
E. Airiau, N. Girard, A. Mann, J. Salvadori, M. Taddei, Org. Lett. 2009, 11, 5314.
| CrossRef | CAS |
[17]
J. R. Capadona, T. A. Petrie, K. P. Fears, R. A. Latour, D. M. Collard, A. J. García, Adv. Mater. 2005, 17, 2604.
| CrossRef | CAS |
[18]
17 W PAR 38 cold white LED lamps, illumination angle 120°, Best-Nr. 574897 – 62 from Conrad.
|
|
 |
Subscriber Login |
 |
|
e-Alerts
Connect with us
