Department of Materials and Metallurgical Engineering, New Mexico Tech, Socorro, NM, 87801, USA.
Department of Chemistry, New Mexico Tech, Socorro, NM, 87801, USA.
Sci Rep. 2018 Oct 3;8(1):14747. doi: 10.1038/s41598-018-33075-w.
Carbon-based stationary phases for chromatographic separation have been commercially available since the 1980s. Porous graphitic carbon liquid chromatography columns are known to be highly resistant to aggressive mobile phases and extreme pH values of solvents and eluents, an important advantage compared to conventional silica-based alternatives. In our work, we demonstrate a new variant of carbon-based stationary phases for liquid chromatography, specifically developed for chiral separation. Mesoporous three-dimensional graphene nanosheets (3D GNS), functionalized with tetracyanoethylene oxide (TCNEO) and (S)-(+)-2-pyrrolidinemethanol, demonstrate pharmaceutical-grade chiral separation of model ibuprofen and thalidomide racemic mixtures when used as Chiral Stationary Phases (CSPs), with performance parameters comparable to currently commercially available CSPs. Simple covalent attachment of functionalization groups to the surface of mesoporous three-dimensional graphene nanosheets makes these carbon-based CSPs chemically stable and up to an order of magnitude less expensive than standard silica-based analogues.
自 20 世纪 80 年代以来，用于色谱分离的碳固定相已在商业上得到应用。多孔石墨碳液相色谱柱以其对苛刻的流动相和溶剂及洗脱液的极端 pH 值具有极高的耐受性而闻名，与传统的基于硅胶的替代品相比，这是一个重要的优势。在我们的工作中，我们展示了一种用于液相色谱的新型碳固定相变体，特别是为手性分离开发的。用四氰乙烯氧化物（TCNEO）和（S）-（+）-2-吡咯烷甲醇功能化的介孔三维石墨烯纳米片（3D GNS）用作手性固定相（CSP）时，可对模型布洛芬和沙利度胺外消旋混合物进行药物级手性分离，其性能参数可与目前市售的 CSP 相媲美。功能化基团简单地共价附着到介孔三维石墨烯纳米片的表面，使这些基于碳的 CSP 在化学上稳定，并且比标准的基于硅胶的类似物便宜一个数量级。
