Find in Library
Search millions of books, articles, and more
Indexed Open Access Databases
N-(2-Arylethyl)-2-methylprop-2-enamides as Versatile Reagents for Synthesis of Molecularly Imprinted Polymers
oleh: Monika Sobiech, Dorota Maciejewska, Piotr Luliński
Format: | Article |
---|---|
Diterbitkan: | MDPI AG 2022-07-01 |
Deskripsi
The paper describes the formation of six aromatic <i>N</i>-(2-arylethyl)-2-methylprop-2-enamides with various substituents in benzene ring, viz., 4-F, 4-Cl, 2,4-Cl<sub>2</sub>, 4-Br, 4-OMe, and 3,4-(OMe)<sub>2</sub> from 2-arylethylamines and methacryloyl chloride in ethylene dichloride with high yields (46–94%). The structure of the compounds was confirmed by <sup>1</sup>H NMR, <sup>13</sup>C NMR, IR, and HR-MS. Those compounds were obtained to serve as functionalized templates for the fabrication of molecularly imprinted polymers followed by the hydrolysis of an amide linkage. In an exemplary experiment, the imprinted polymer was produced from N-(2-(4-bromophenyl)ethyl)-2-methylprop-2-enamide and divinylbenzene, acting as cross-linker. The hydrolysis of 2-(4-bromophenyl)ethyl residue proceeded and the characterization of material including SEM, EDS, <sup>13</sup>C CP MAS NMR, and BET on various steps of preparation was carried out. The adsorption studies proved that there was a high affinity towards the target biomolecules tyramine and L-norepinephrine, with imprinting factors equal to 2.47 and 2.50, respectively, when compared to non-imprinted polymer synthesized from methacrylic acid and divinylbenzene only.