Molecularly imprinted polymer beads for nicotine recognition prepared by RAFT precipitation polymerization: a step forward towards multi-functionalities

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Molecularly imprinted polymer beads for nicotine recognition prepared by RAFT precipitation polymerization: a step forward towards multi-functionalities. / Zhou, Tongchang; Jorgensen, Lars; Mattebjerg, Maria Ahlm; Chronakis, Ioannis S.; Ye, Lei.

I: RSC Advances, Vol. 4, Nr. 57, 2014, s. 30292-30299.

Forskningsoutput: TidskriftsbidragArtikel i vetenskaplig tidskrift

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Zhou, Tongchang ; Jorgensen, Lars ; Mattebjerg, Maria Ahlm ; Chronakis, Ioannis S. ; Ye, Lei. / Molecularly imprinted polymer beads for nicotine recognition prepared by RAFT precipitation polymerization: a step forward towards multi-functionalities. I: RSC Advances. 2014 ; Vol. 4, Nr. 57. s. 30292-30299.

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TY - JOUR

T1 - Molecularly imprinted polymer beads for nicotine recognition prepared by RAFT precipitation polymerization: a step forward towards multi-functionalities

AU - Zhou, Tongchang

AU - Jorgensen, Lars

AU - Mattebjerg, Maria Ahlm

AU - Chronakis, Ioannis S.

AU - Ye, Lei

PY - 2014

Y1 - 2014

N2 - A nicotine imprinted polymer was synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization using methacrylic acid (MAA) as a functional monomer. The resulting molecularly imprinted polymers were monodispersed beads with an average diameter of 1.55 mu m. The molecular selectivity of the imprinted polymer beads was evaluated by studying the uptake of nicotine and its structural analogs by the polymer beads. Equilibrium binding results indicate that the amount of nicotine bound to the imprinted polymer beads is significantly higher than that bound to the non-imprinted polymer in both acetonitrile and in a mixture of acetonitrile and water. The RAFT reagent present on the surface of the polymer beads allowed straightforward grafting of hydrophilic polymer brushes on the particle surface. In addition to the demonstrated molecular selectivity and the straightforward surface modification of the imprinted polymer beads, we also show that the dithioester end groups on the surface of the polymer beads can be converted into new thiol groups without sacrificing the specific molecular recognition. Through the new terminal thiol groups, a fluorescent dye was conveniently conjugated to the imprinted polymer beads via Michael addition reaction. The living characteristic of RAFT and the versatile thiol groups that can be derived from the RAFT reagent provide many new possibilities for realizing multi-functionalities for molecularly imprinted polymers.

AB - A nicotine imprinted polymer was synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization using methacrylic acid (MAA) as a functional monomer. The resulting molecularly imprinted polymers were monodispersed beads with an average diameter of 1.55 mu m. The molecular selectivity of the imprinted polymer beads was evaluated by studying the uptake of nicotine and its structural analogs by the polymer beads. Equilibrium binding results indicate that the amount of nicotine bound to the imprinted polymer beads is significantly higher than that bound to the non-imprinted polymer in both acetonitrile and in a mixture of acetonitrile and water. The RAFT reagent present on the surface of the polymer beads allowed straightforward grafting of hydrophilic polymer brushes on the particle surface. In addition to the demonstrated molecular selectivity and the straightforward surface modification of the imprinted polymer beads, we also show that the dithioester end groups on the surface of the polymer beads can be converted into new thiol groups without sacrificing the specific molecular recognition. Through the new terminal thiol groups, a fluorescent dye was conveniently conjugated to the imprinted polymer beads via Michael addition reaction. The living characteristic of RAFT and the versatile thiol groups that can be derived from the RAFT reagent provide many new possibilities for realizing multi-functionalities for molecularly imprinted polymers.

U2 - 10.1039/c4ra04741a

DO - 10.1039/c4ra04741a

M3 - Article

VL - 4

SP - 30292

EP - 30299

JO - RSC Advances

T2 - RSC Advances

JF - RSC Advances

SN - 2046-2069

IS - 57

ER -