Li Yuanyuan, Li Qiang, Zhu Nan, Gao Zhuxian, Ma Yulong
State Key Laboratory of High-efficiency Utilization of Coal and Green Chemical Engineering, Ningxia University, Yinchuan, China.
College of Chemistry and Chemical Engineering, Ningxia University, Yinchuan, China.
Chirality. 2018 Jun 1. doi: 10.1002/chir.22976.
The graphene oxide (GO) was covalently coupled to the surfaces of silica gel (SiO ) microspheres by amide bond to get the graphene oxide@silica gel (GO@SiO ). Then, the GO@SiO was reduced with hydrazine to the reduced graphene oxide@silica gel (rGO@SiO ), and the cellulose derivatives were physically coated on the surfaces of rGO@SiO to prepare a chiral stationary phase (CSP) for high performance liquid chromatography. Under the optimum experimental conditions, eight benzene-enriched enantiomers were separated completely, and the resolution of trans-stilbene oxide perfectly reached 4.83. Compared with the blank column of non-bonded rGO, the separation performance is better on the new CSP, which is due to the existence of rGO to produce special retention interaction with analytes, such as π-π stacking, hydrophobic effect, π-π electron-donor-acceptor interaction, and hydrogen bonding. Therefore, the obtained CSP shows special selectivity for benzene-enriched enantiomers, improves separation selectivity and efficiency, and rGO plays a synergistic effect with cellulose derivatives on enantioseparation.
氧化石墨烯（GO）通过酰胺键与硅胶（SiO）微球表面共价偶联，得到氧化石墨烯@硅胶（GO@SiO）。然后，用肼将GO@SiO还原为还原氧化石墨烯@硅胶（rGO@SiO），并将纤维素衍生物物理包覆在rGO@SiO表面，制备用于高效液相色谱的手性固定相（CSP）。在最佳实验条件下，8种富苯对映体被完全分离，氧化苯乙烯的分离度完美达到4.83。与未键合rGO的空白柱相比，新CSP的分离性能更好，这是由于rGO的存在与分析物产生特殊的保留相互作用，如π-π堆积、疏水作用、π-π电子供体-受体相互作用和氢键。因此，所制备的CSP对富苯对映体表现出特殊的选择性，提高了分离选择性和效率，且rGO与纤维素衍生物在对映体分离中发挥协同作用。
