Quantum Chemical Calculations on the Interaction between Flavonol and Functional Monomers (Methacrylic Acid and 4-Vinylpyridine) in Molecularly Imprinted Polymers

Abstract

Quantum chemical calculations were performed to characterize the interaction of the flavonol molecule (FL) with methacrylic acid (MAA) and 4-vinylpyridine (4VPy) in the formation of imprinted polymers. The polarizable continuum model (PCM) was used to gain insight on the type of interaction between the reactant molecules under vacuum conditions and in the presence of different solvents. The effect of solvent on the pre-polymerization complex formation was evaluated through the stability energy, in which chloroform behaves as the best solvent for the synthesis of the imprinted polymers since it facilitates the reaction by lowering its degree of stabilization. The reactivity was analyzed in terms of the electrostatic surface potential (ESP) and Mulliken charge. By means of these results, it has been possible to determine two potential recognition sites for the interaction of the MAA monomer and one for the 4VPy in relation to the strength of interaction with FL. In this concern, the interaction of the system FL-MAA is stronger than FL-4VPy.

Molecular imprinting science and technology: a survey of the literature for the years 2004-2011

“…Recent years have seen significant progress in the development and application of theoretical and computational strategies for the elucidation of the mechanisms underlying MIP synthesis and ligand‐polymer recognition events, and as a tool for MIP design . The impact of these techniques is seen in the increasing frequency with which they are being used as a predictive tool in the development of new MIP systems.…”

A Novel and Highly Regioselective Synthesis of New Carbamoylcarboxylic Acids from Dianhydrides

“…The Fukui function is defined as $\begin{array}{c}{f}_k^{+}=q_k\left(N+\mathrm{1}\right)-q_k\left(k\right),\end{array}$ where f k + represents the measure reactivity toward a nucleophilic reagent and q k is the electronic population of atom k in the molecule [35]. The electronic population is evaluated in terms of the electrostatic potential (ESP) single point calculation [36]. A high value of f k + indicates that atom k is highly reactive when compared to other atoms in the molecule.…”

Computational Investigation of the Monomer Ratio and Solvent Environment for the Complex Formed between Sulfamethoxazole and Functional Monomer Methacrylic Acid

“…Dispersion effect was corrected with the Grimme’s dispersion model . The interaction energies of the molecules at different monomer ratios (Δ E ), Gibbs free energies (Δ G ) in different binding sites, and solvation energies in different solvents (Δ E solvation ) , were calculated by eqs –, respectively, and all theoretical FTIR spectra were obtained with the Gaussian 09 program.…”