Molecular imprinting of amino acid derivatives at low temperature (0°C) using photolytic homolysis of azobisnitriles

O’Shannessy, Daniel J.; Ekberg, Björn; Mosbach, Klaus

doi:10.1016/0003-2697(89)90029-8

Cited by 174 publications

(75 citation statements)

References 8 publications

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“…Where complexation is driven by hydrogen bonding then lower polymerization temperatures are preferred, and under such circumstances photochemically active initiators may well be preferred as these can operate efficiently at low temperature. For example, Mosbach et al [50][51] presented a study on enantioselectivity of l-PheNHPh imprinted polymers, one polymer being thermally polymerized at 60℃, the other photochemically polymerized at 0℃. The results showed that better selectivity is obtained at the lower temperature versus the identical polymers thermally polymerized.…”

Section: Polymerization Conditionmentioning

confidence: 99%

Characteristic and Synthetic Approach of Molecularly Imprinted Polymer

Yan

Row

2006

IJMS

436

231

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Abstract:Molecularly imprinted polymers (MIP) exhibiting high selectivity and affinity to the predetermined molecule (template) are now seeing a fast growing research. However, optimization of the imprinted products is difficult due to the fact that there are many variables to consider, some or all of which can potentially impact upon the chemical, morphological and molecular recognition properties of the imprinted materials. This review present a summary of the principal synthetic considerations pertaining to good practice in the polymerization aspects of molecular imprinting, and is primarily aimed at researcher familiar with molecular imprinting methods but with little or no prior experience in polymer synthesis. The synthesis, characteristic, effect of molecular recognition and different preparation methods of MIP in recent few years are discussed in this review, unsolved problems and possible developments of MIP were also been briefly discussed.

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Section: Polymerization Conditionmentioning

confidence: 99%

Characteristic and Synthetic Approach of Molecularly Imprinted Polymer

Yan

Row

2006

IJMS

436

231

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“…L-Phe-anilide (print molecule) and its enantiomer (D-Phe-anilide) were synthesized from Boc-L-or Boc-D-Phe as described by O'Shannessy et al 9 , and the chemical structures were confirmed by elementary analysis and specific rotation. Boc-L-and Boc-D-Phe were obtained from the Peptide Institute (Osaka, Japan).…”

Section: Methodsmentioning

confidence: 99%

“…The L-Phe-anilide imprint polymer was prepared as described by O'Shannessy et al 9 Briefly, L-Phe-anilide (print molecule, 1.31 mmol) was mixed with MAA (functional monomer, 4.91 mmol), EDMA (cross linker, 26.5 mmol), AIBN (initiator, 0.38 mmol) and chloroform (solvent, 8 ml). The mixture was degassed and heated for 24 h at 60˚C.…”

Section: Preparation Of L-phe-anilide Imprint Polymermentioning

confidence: 99%

Enantio-Selective Derivatization of Amino Compounds in the Presence of a Molecular Imprint Polymer

1999

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“…The DVB-containing emulsion was then polymerized by use of 60Co grays (0.2 Mrad, 50 h) at room temperature (5). The microsphere obtained by centrifugation (10000 rpm, l h) was washed by hydrochloric acid solution (0.1 mol dm 3, 150 cm3) to remove the metal ion (6). The microsphere obtained (on which the nature of the metal ion was imprinted) was dried under vacuum.…”

Section: Methodsmentioning

confidence: 99%

Metal Ion-Imprinted Microspheres Prepared by Reorganization of the Coordinating Groups on the Surface

Tsukagoshi²,

Maeda³

et al. 1992

ANAL. SCI.

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the Editor Keywords Imprinting polymerization, carboxylated microspheres, seeded emulsion polymerization, metal ion, selective adsorption of copper(II) and nickel (II) adsorption ofThe development of new materials for separation and concentration is a key step for progress in analytical science. A molecular imprinting technique) is one promising way to prepare highly-selective host polymers, since it requires neitherr precise molecular design nor multi-step procedures for host preparation. The imprinting technique is thus a practical method, in contrast with "supramolecular design".2,3 However, it has some fundamental problems: for example, the inapplicability to use a water-soluble substance as a guest and the need to grind and sieve the formed polymer before use. These problems result from the fact that the host preparation was made from solution . or bulk polymerization using an organic solvent or organic monomer, respectively. On the other hand, polymer microsphere and its aqueous dispersion have become of interest as highly-functional materials.4 A microsphere of submicron diameter is characterized by a large surface area, comparable with porous glass beads, and show a high reactivity near the surface.We now propose a new technique in which molecular imprinting is conducted on the microsphere surface; the imprinted microsphere is synthesized by seeded emulsion polymerization in water. Complexation between guest molecule and functional groups on the microsphere surface takes place through the reorganization of the groups while adapting to the imprinted structure. The new technique is, in principle, applicable to water-soluble substances, such as biological components; the polymer beads are well defined and uniform. Grinding and sieving are not necessary. In addition, this technique would improve the complexation behavior (such as capacity, reaction rate, and selectivity) owing to the unique features of sub-micron spheres.In this study, a heavy metal ion was adopted as a guest and a metal ion-imprinted structure was constructed on the carboxylated microsphere surfaces with the aid of the interaction between the metal ion and the carboxyl groups.The adsorption of metal ions onto the microsphere was examined and the imprinting effect was characterized. ExperimentalThe metal ion-imprinted microsphere was prepared according to Scheme 1. Seed emulsion (2) was obtained by the polymerization of styrene (S) (20.55 g), butyl acrylate (BA) (2.71 g), and methacrylic acid (MAA) (1.64 g), in water (75 g) at pH 2.2 (125 mg of K2S208 as initiator, 70° C, 7 h). The polymerization mixture was then brought to room temperature. Divinylbenzene (DVB) (29.86 g), BA (2.9 g), and water (95 g) were added and the emulsion was left at 2° C for 24 h at pH 9.5. The pH of the mixture was then lowered to 5.0, and a portion (8 cm3) of the emulsion was combined with 40 ml of a metal ion solution (0.01 mol dm-3 Cu(II) or Ni(II)) to achieve complexation between the metal ion and the carboxyl group on the surface (4). The DVB-containing emul...

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Molecular imprinting of amino acid derivatives at low temperature (0°C) using photolytic homolysis of azobisnitriles

Cited by 174 publications

References 8 publications

Characteristic and Synthetic Approach of Molecularly Imprinted Polymer

Characteristic and Synthetic Approach of Molecularly Imprinted Polymer

Enantio-Selective Derivatization of Amino Compounds in the Presence of a Molecular Imprint Polymer

Metal Ion-Imprinted Microspheres Prepared by Reorganization of the Coordinating Groups on the Surface

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