本文描述了在苯环中具有各种取代基的六种芳族N-(2-芳基乙基)-2-甲基丙-2-烯酰胺的形成,viz.,4-F,4-Cl,2,4-Cl2,4-Br,4-OMe,和3,4-(OMe)2由2-芳基乙胺和甲基丙烯酰氯在二氯乙烷中以高产率(46-94%)。化合物的结构经1HNMR确证,13CNMR,IR,和HR-MS获得这些化合物以充当用于制造分子印迹聚合物的官能化模板,随后水解酰胺键。在一个示例性实验中,印迹聚合物由N-(2-(4-溴苯基)乙基)-2-甲基丙-2-烯酰胺和二乙烯基苯产生,充当交联剂。2-(4-溴苯基)乙基残基的水解进行,材料的表征包括SEM,EDS,13CCPMASNMR,并对制备的各个步骤进行BET。吸附研究证明,对目标生物分子酪胺和L-去甲肾上腺素有很高的亲和力,压印系数分别等于2.47和2.50,与仅由甲基丙烯酸和二乙烯基苯合成的非印迹聚合物相比。
The paper describes the formation of six aromatic N-(2-arylethyl)-2-methylprop-2-enamides with various substituents in benzene ring, viz., 4-F, 4-Cl, 2,4-Cl2, 4-Br, 4-OMe, and 3,4-(OMe)2 from 2-arylethylamines and methacryloyl chloride in ethylene dichloride with high yields (46-94%). The structure of the compounds was confirmed by 1H NMR, 13C 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, 13C 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.