Abstract:

A molecular simulation method for molecularly imprinted polymerization system using triadimefon as template and acrylic amide(AM), acrylic acid(AA), methacrylic acid(MAA) and trifluoromethyl acrylic acid(TFMAA) as functional monomers was presented. The geometry conformation, energy, reaction ratio and binding energy of the pre-organization system were simulated by a semi-empirical method(PM3) and ab inito algorithm methods with Hyperchem 8.0 software. The monomer that provided the largest binding energy was then chosen for the synthesis of molecularly imprinted polymers(MIPs). The solvation energy, an intensity index of the molecular interaction between different porogens with template molecule and monomer, was calculated using density functional theory(DFT). The results show that TFMAA gives stronger hydrogen-bonding interaction with triadimefon than other monomer molecules studied, and the salvation energy for template and monomer in polar solvents is greater than that in non-polar solvents. The pre-assembled system of triadimefon and TFMAA was studied using differential UV spectra and the results indicate that one molecule triadimefon and two molecules TFMAA can form stable hydrogen-bonded complexes in chloroform. This is consistent with the predictions based on the molecular simulation. The adsorption and recognition properties for MIPs were investigated using Langmuir and Freundlich adsorption isotherm. The results can give useful information for screening molecular imprinting system and predicting the performance of MIPs.

Key words: Molecular imprinted polymer, Triadimefon, Molecular simulation, UV spectrum