School of Public Health, Shanxi Medical University, Taiyuan 030001, China.
School of Public Health, Shanxi Medical University, Taiyuan 030001, China.
J Chromatogr A. 2021 May 24;1645:462067. doi: 10.1016/j.chroma.2021.462067. Epub 2021 Mar 15.
Through theoretical computation, it was demonstrated that perfluorobenzene can form π-hole⋅⋅⋅π bonds with polycyclic aromatic hydrocarbons (PAHs). Then, the π-hole bond was firstly introduced in solid phase extraction in which perfluorobenzene-bonded silica sorbent was synthesized and used for the solid phase extraction of sixteen PAHs in water. Compared with the traditional octadecyl silica sorbent, the perfluorobenzene-bonded silica sorbent showed higher adsorbabilities for the PAHs with 4-6 benzene rings, for which the recoveries increased by approximately 20%. Under the optimized conditions, the proposed SPE-HPLC-FLD/UV method was successfully applied for the analysis of 16 PAHs in river water and waste water samples with the limits of detection ranged from 0.002 to 0.08 μg⋅L. In addition, when the perfluorobenzene-bonded silica sorbent compared with the phenyl-bonded silica sorbent, the results indicated that π-hole⋅⋅⋅π bonds between perfluorobenzene and PAHs were stronger than the π-π interactions between the PAHs and benzene in hexane solution, which highlights the remarkable potential for the application of the π-hole bond in the SPE field.
通过理论计算，证明了全氟苯可以与多环芳烃（PAHs）形成π-hole⋅⋅⋅π键。然后，首次将π-hole 键引入固相萃取中，合成了全氟苯键合硅胶固定相，并用于水中十六种 PAHs 的固相萃取。与传统的十八烷基硅胶固定相相比，全氟苯键合硅胶固定相对具有 4-6 个苯环的 PAHs 具有更高的吸附能力，回收率提高了约 20%。在优化条件下，该方法成功应用于河水和污水样品中 16 种 PAHs 的分析，检出限范围为 0.002 至 0.08μg⋅L。此外，当将全氟苯键合硅胶固定相与苯基键合硅胶固定相进行比较时，结果表明全氟苯与 PAHs 之间的 π-hole⋅⋅⋅π 键比正己烷溶液中 PAHs 与苯之间的 π-π 相互作用更强，这突出了π-hole 键在 SPE 领域应用的显著潜力。
