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Synthesis of the chiral stationary phase based on functionalized ZIF-8 with amylose carbamate
Journal of Materials Research ( IF 2.7 ) Pub Date : 2020-10-19 , DOI: 10.1557/jmr.2020.276
Tamires Menezes , Kátilla Santos , Elton Franceschi , Gustavo Borges , Cláudio Dariva , Silvia Egues , Juliana De Conto , Cesar Santana

Commercial chiral stationary phases (CSPs) are based mainly on polysaccharides supported on silica; however, the pharmaceutical industry shows a special interest on chiral separations, exhibiting high financial investment in the development of new CSPs. These can be structured by a new optically active compound or different support. Thus, metal–organic frameworks (MOFs) are crystalline materials that arise with great potential for support, due to its high porosity, the strong intermolecular force between the metal and the ligand selectivity, and high adsorption capacity. Interested in this, this work proposes a new CSP using the metal–organic structure ZIF-8 (Basolite Z1200) due to its high mechanical stability. To this end, it is proposed the modification of the ZIF-8 with the optically active compound, tris-3,5-dimethylphenylcarbamate amylose. Through characterization textural, structural, and physicochemical performed, it is possible to confirm the synthesis of the chiral compound (amylose carbamate), as well as the functionalization of the metal–organic structure with tris-3,5-dimethylphenylcarbamate amylose (ZIF-8-PEI-CA). In addition, as a validation technique, HPLC can detect the presence of enantiomers present in the racemic mixture of Troger bases.



中文翻译:

基于功能化ZIF-8和氨基甲酸直链淀粉的手性固定相的合成

商业手性固定相(CSP)主要基于硅胶上负载的多糖;但是,制药行业对手性分离表现出了特殊的兴趣,在开发新的CSP方面投入了大量的资金。这些可以由新的光学活性化合物或不同的载体构成。因此,金属有机骨架(MOFs)是晶体材料,由于其高孔隙率,金属与配体之间的强分子间作用力以及高吸附能力而具有很大的支撑潜力。对此感兴趣的是,由于其高机械稳定性,这项工作提出了一种使用金属有机结构ZIF-8(Basolite Z1200)的新型CSP。为此,提出用光学活性化合物tris-3,5-二甲基苯基氨基甲酸酯直链淀粉修饰ZIF-8。通过表征结构,结构和物理化学性质,可以确定手性化合物(氨基甲酸直链淀粉)的合成,以及使用tris-3,5-二甲基苯基氨基甲酸酯直链淀粉(ZIF-8)对金属有机结构的功能化。 -PEI-CA)。另外,作为一种验证技术,HPLC可以检测Troger碱的外消旋混合物中对映体的存在。

更新日期:2020-11-13
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