Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studies

It is well known that selectivity of molecularly imprinted polymers (MIPs) depends on adequate choice of functional monomer before the experimental synthesis. Computational simulation seems to be an ideal way to produce selective MIPs. In this work, we have proposed the use of semi-empirical simulat...

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Detalhes bibliográficos
Autores: Marestoni, Luiz D. [UNESP], Wong, Ademar [UNESP], Feliciano, Gustavo T. [UNESP], Marchi, Mary R. R. [UNESP], Tarley, Cesar R. T., Sotomayor, Maria D. P. T. [UNESP]
Tipo de documento: artigo
Estado:Versão publicada
Data de publicação:2016
País:Brasil
Recursos:Universidade Estadual Paulista (UNESP)
Repositório:Repositório Institucional da UNESP
Idioma:inglês
OAI Identifier:oai:repositorio.unesp.br:11449/158685
Acesso em linha:http://dx.doi.org/10.5935/0103-5053.20150256
http://hdl.handle.net/11449/158685
Access Level:Acceso aberto
Palavra-chave:molecularly imprinted polymers
antibiotic
adsorption isotherm
Descrição
Resumo:It is well known that selectivity of molecularly imprinted polymers (MIPs) depends on adequate choice of functional monomer before the experimental synthesis. Computational simulation seems to be an ideal way to produce selective MIPs. In this work, we have proposed the use of semi-empirical simulation to obtain the best monomer able to strongly interact with ciprofloxacin. Twenty functional monomers were evaluated through semi-empirical quantum chemistry method and three MIPs were synthesized using the monomers acrylamide (M5), acrylic acid (M4) and 1-vinylimidazole (M16), yielding the maximum adsorption capacities of 282.0, 223.8 and 202.5 mu mol g(-1), respectively, as predicted by the computational simulation. From competitive adsorption studies in the presence of structurally similar compounds, the MIP synthesized with acrylamide was found to possess higher specific selectivity factors (S) if compared to non-imprinted polymer (NIP), thus indicating good recognition selectivity for the ciprofloxacin.