丁香酚键合硅胶液相色谱固定相的制备和色谱性能  

Preparation and chromatographic performance of a eugenol-bonded silica gel stationary phase for high performance liquid chromatography

作　　者：许丽丽[1] 衷明华[1] 陈小静[1] 

机构地区：[1]韩山师范学院化学系,广东潮州521041

出　　处：《色谱》2015年第5期461-467,共7页Chinese Journal of Chromatography

基　　金：潮州市科技局引导计划项目(2013H04)

摘　　要：采用固液相表面连续反应法,先将偶联剂γ-[(2,3)-环氧丙氧]丙基三甲氧基硅烷(KH-560)键合到球形硅胶表面,然后再将植物有效成分丁香酚与硅胶上的KH-560活性基团反应,合成了丁香酚键合硅胶液相色谱固定相(EGSP)。采用元素分析、热重分析和红外光谱对该固定相的结构进行了表征。以萘作为溶质探针,乙腈-水(35∶65,v/v)为流动相,流速为0.8mL/min,测得EGSP柱的柱效。以一系列的中性、碱性和酸性化合物为溶质探针,C18柱和苯基柱作参比,对该固定相的色谱性能及保留机理进行了研究。结果表明,硅胶表面成功键合上了丁香酚配体,键合量为0.28mmol/g,EGSP柱理论塔板数约为24 707 N/m。该固定相不仅具有良好的反相色谱性能,同时由于配体结构中含有芳环、烯基和甲氧基,还能与溶质发生π-π电荷转移、偶极-偶极和氢键作用。与传统的反相C18柱和苯基柱相比,EGSP在极性芳香族化合物的快速、简便分离中占优势。A eugenol-bonded silica gel stationary phase（ EGSP ） for high performance liquid chromatography（ HPLC）has been synthesized by the solid-liquid successive reaction method. The preparation process included two steps：firstly,γ-glycidoxypropyltrimethoxy-silane（ KH-560）was covalently attached to the surface of spherical silica gel. Then the bonded silica gel continued to react with eugenol ligand,which was a plant active component,and obtained EGSP. The structure of EGSP was characterized by elemental analysis,thermogravimetric anal-ysis and Fourier transform infrared spectroscopy. Using naphthalene as a probe,the column efficiency was tested under the mobile phase of acetonitrile-water（35：65,v/v）at a flow rate of 0. 8 mL/min. The chromatographic properties and the retention mechanism of EGSP were evaluated by using neutral,basic and acidic analytes as solute probes. Meanwhile,the compar-ative study with C18 column and phenyl column was also carried out under the same chromato-graphic conditions. The result showed that the eugenol ligand was successfully bonded to the surface of silica gel with a 0. 28 mmol/g of bonded amount,and the theoretical plate number of EGSP column was about 24 707 N/m. The EGSP appeared to be a kind of excellent reversed-phase stationary phase with suitable hydrophobicity and various synergistic sites. The eugenol ligand bonded on silica gel could first provide π-π interaction sites for different analytes because of its benzene ring and alkenyl. In addition,the methoxy groups of eugenol were re-sponsible for dipole-dipole and hydrogen-bonding interactions between the ligand and solutes in the effective separation process. Comparing with traditional C 18 column and phenyl column,EGSP has an advantage in the fast separation of polar compounds under simple experimental conditions.

关 键 词：高效液相色谱法 丁香酚 键合硅胶固定相 色谱性能 保留机理 

分 类 号：O658[理学—分析化学]