手性金属-有机骨架［Cu3(HL)2(L)2(bpy)3］·4H2O用于高效液相色谱拆分手性化合物

Separation of Chiral Compounds Using a Chiral Metal-Organic Framework [Cu_3(HL)_2(L)_2(bpy)_3]·4H_2O for High Performance Liquid Chromatography

手性金属-有机骨架材料(MOFs)作为一种新型多孔材料,由于具有比表面积大、结构多样、孔尺寸可调和化学稳定性良好等特点,而备受色谱分离领域的关注。该文以(1R,2R)-1,2-环己烷二甲酸(H2L)和4,4'-联吡啶(bpy)为配体与铜离子反应,通过溶剂热法合成了一种具有二维手性网状结构的手性MOF[Cu_3(HL)_2(L)_2(bpy)_3]·4H_2O。将该手性MOF作为手性固定相制备了高效液相色谱柱。为了考察MOF[Cu_3(HL)_2(L)_2(bpy)_3]·4H_2O的手性识别能力,在正相色谱(流动相:正己烷-异丙醇)条件下,对一系列外消旋化合物在手性MOF柱上进行了拆分。该手性MOF柱对醇类、酮类、酸类、环氧化合物和醚类等10种手性化合物表现出较好的拆分效果。对该手性MOF柱的重现性、稳定性作了评价,考察了进样量对分离效果的影响,结果表明该手性MOF柱具有较好的重现性和稳定性。

Chiral metal-organic frameworks（MOFs）,as a novel type of porous material with many properties such as large surface area,diverse structure,adjustable pore size and good chemical stability,have aroused much attention in the field of chromatographic separation.In this paper,a homochiral MOF[Cu3（HL）2（L）2（bpy）3]·4H2O with 2D chiral network was synthesized through the reaction of two kinds of ligands（（1R,2R）-1,2-cyclohexanedicarboxylic acid（H2L） and 4,4′-bipyridine（bpy）） with copper ion via a solvothermal approach.The homochiral MOF [Cu3（HL）2（L）2（bpy）3]·4H2O was used as chiral stationary phase to fabricate a packed column for high performance liquid chromatography.To investigate the MOF′s chiral recognition ability,a series of racemates were separated on the homochiral MOF column under normal phase condition using n hexane-isopropanol as mobile phase.The homochiral MOF column exhibited a good resolving ability towards 10 kinds of chiral compounds,including alcohols,ketones,acids,epoxy compounds and ethers,etc.The reproducibility and stability of the homochiral MOF column were evaluated.The effect of the injected mass of chiral compound on separation was also investigated.Results indicated that the homochiral MOF column has a good reproducibility and stability for enantioseparation.