Preparation of terbutylazine imprinted polymer microspheres using viscous polymerization solvents

Horváth, Viola; Lorántfy, Bettina; Tóth, Blanka; Bognár, Júlia; László, Krisztina; Horvai, George

doi:10.1002/jssc.200900230

Cited by 11 publications

(16 citation statements)

References 30 publications

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“…It has been reported indeed, that chlorotriazine MIPs exhibit pronounced selectivity for their chlorotriazine templates compared to thiotriazines [19,[36][37][38].…”

Section: Application Of the Logc-logq Plots To Assess Selectivity And Tomentioning

confidence: 99%

Isotherm charts for material selection and method development with molecularly imprinted polymers and other sorbents

Dorkó

Tamás

Horvai

2017

Talanta

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A simple and efficient method is presented for assessing molecularly imprinted polymers (MIP) and other sorbents from the point of view of practical applications. The adsorption isotherms of the compounds, which need to be separated or detected in an application, are constructed from a small number of measured points on a log-log chart and then are compared graphically. Despite its simplicity and robustness this method reveals the information needed for optimal selection between MIPs and alternative sorbents. The design of separation or detection methods with MIPs is also supported by the proposed graphical isotherm comparison. Many experimental isotherms are presented supporting the proposed method.

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“…It has been reported indeed, that chlorotriazine MIPs exhibit pronounced selectivity for their chlorotriazine templates compared to thiotriazines [19,[36][37][38].…”

Section: Application Of the Logc-logq Plots To Assess Selectivity And Tomentioning

confidence: 99%

Isotherm charts for material selection and method development with molecularly imprinted polymers and other sorbents

Dorkó

Tamás

Horvai

2017

Talanta

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“…BEE has been used as an initiator, and the polymerization was initiated by UV light (254 nm). The porogen–total monomer volume ratio has been kept at 3 in all the experiments because in our earlier work (Horvath et al ., ) this ratio provided MIP particles with the highest binding capacity.…”

Section: Resultsmentioning

confidence: 97%

“…In this work, we report on a new approach where the MIP microparticles or nanoparticles are formed in situ in the pores of a microfiltration membrane; therefore, they do not need any manipulation after the polymerization reaction. The technique is based on our previous work (Horvath et al ., ), where it was shown that molecularly imprinted microspheres can be obtained with 100% yield using paraffin oil as a high‐viscosity polymerization solvent. A significant advantage of the method over precipitation polymerization is that it requires much less solvent.…”

Section: Resultsmentioning

confidence: 99%

In situ synthesis of molecularly imprinted nanoparticles in porous support membranes using high‐viscosity polymerization solvents

Renkecz

László

Horváth

2012

J of Molecular Recognition

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There is a growing need in membrane separations for novel membrane materials providing selective retention. Molecularly imprinted polymers (MIPs) are promising candidates for membrane functionalization. In this work, a novel approach is described to prepare composite membrane adsorbers incorporating molecularly imprinted microparticles or nanoparticles into commercially available macroporous filtration membranes. The polymerization is carried out in highly viscous polymerization solvents, and the particles are formed in situ in the pores of the support membrane. MIP particle composite membranes selective for terbutylazine were prepared and characterized by scanning electron microscopy and N₂ porosimetry. By varying the polymerization solvent microparticles or nanoparticles with diameters ranging from several hundred nanometers to 1 µm could be embedded into the support. The permeability of the membranes was in the range of 1000 to 20,000 Lm⁻² hr⁻¹ bar⁻¹. The imprinted composite membranes showed high MIP/NIP (nonimprinted polymer) selectivity for the template in organic media both in equilibrium-rebinding measurements and in filtration experiments. The solid phase extraction of a mixture of the template, its analogs, and a nonrelated compound demonstrated MIP/NIP selectivity and substance selectivity of the new molecularly imprinted membrane. The synthesis technique offers a potential for the cost-effective production of selective membrane adsorbers with high capacity and high throughput.

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“…40 Moreover, spiropyrans are known to exhibit faster photoswitching kinetics in apolar solvents. 4 The polymer synthesis was carried out thermally because UV initiation could have induced the ring-opening and also the photobleaching of the monomer.…”

Section: Results and Discussionmentioning

confidence: 99%

“…Batch sorption experiments were carried out with three similar triazine derivatives, atrazine, ametryn and prometryn as well as a structurally different molecule, ketoprofen which has similar hydrophobicity (log P = 2.81) as the template (log P = 2.98). 40 …”

Section: Results and Discussionmentioning

confidence: 99%

Molecularly Imprinted Polymer Microspheres Containing Photoswitchable Spiropyran-Based Binding Sites

Renkecz

Mistlberger

Pawlak

et al. 2013

ACS Appl. Mater. Interfaces

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A versatile approach for the preparation of photoswitchable molecularly imprinted polymers (MIPs) is proposed where the selective recognition and the photoresponsive function are assumed by two different monomers. As a proof of concept, MIP microspheres were synthesized by precipitation polymerization for recognizing terbutylazine, a triazine-type herbicide. Formation of the selective binding sites was based upon H-bonding interactions between the template and the functional monomer methacrylic acid, whereas a polymerizable spiropyran unit was incorporated into the polymer matrix to provide light-controllable characteristics. A trifunctional monomer, trimethylolpropane trimethacrylate, was used as a cross-linker. The imprinted particles exhibited considerable morphological differences compared to their nonimprinted counterparts as observed by scanning electron microscopy. The imprinting effect was confirmed by equilibrium rebinding studies. The photoresponsiveness of the polymer particles was visualized by fluorescence microscopy and further characterized by spectroscopy. The template binding behavior could be regulated by alternating UV and visible light illumination when analyte release and uptake was observed, respectively. Binding isotherms fitted by the Freundlich model revealed the photomodulation of the number of binding sites and their average affinity. This facile synthetic approach may give an attractive starting point to endow currently existing highly selective MIPs with photoswitchable properties, thereby extending the scope of spiropyran-based photoresponsive smart materials.

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Preparation of terbutylazine imprinted polymer microspheres using viscous polymerization solvents

Cited by 11 publications

References 30 publications

Isotherm charts for material selection and method development with molecularly imprinted polymers and other sorbents

Isotherm charts for material selection and method development with molecularly imprinted polymers and other sorbents

In situ synthesis of molecularly imprinted nanoparticles in porous support membranes using high‐viscosity polymerization solvents

Molecularly Imprinted Polymer Microspheres Containing Photoswitchable Spiropyran-Based Binding Sites

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