S-羟丙基-β-环糊精手性柱上联二萘胺和联二萘酚光学异构体的反相高效液相色谱法直接分离  

Separation of Optical Isomers of 2,2′-Dihydroxy-1,1′-binaphthyl and 2,2′-Diamino-1,1′-binaphthyl by Reversed-phase High Performance Liquid Chromatography on(S)-Hydroxypropyl-β-cyclodextrin Chiral Column

作　　者：施介华[1] 程向炜[1] 严巍[1] 

机构地区：[1]浙江工业大学药学院,浙江杭州310032

出　　处：《分析测试学报》2008年第7期772-775,778,共5页Journal of Instrumental Analysis

摘　　要：在S-羟丙基-β-环糊精手性柱(CyclobondⅠ2000 SP)上用反相高效液相色谱法研究了2,2′-二氨基-1,1′-联萘(联二萘胺)和2,2′-二羟基-1,1′-联萘(联二萘酚)光学异构体的分离,考察了流动相组成、流速以及柱温等对联二萘胺和联二萘酚光学异构体分离的影响。分离联二萘胺和联二萘酚光学异构体的色谱条件:甲醇-水(体积比30∶70)为流动相,柱温分别为25℃和20℃,流速分别为1.0、0.1 mL/min。在选定的色谱条件下,联二萘胺和联二萘酚光学异构体的分离度(R)和分离因子(α)分别为2.33、1.26和1.22、1.10。通过分离过程中的热力学参数的计算,探讨S-羟丙基-β-环糊精对联二萘胺和联二萘酚的手性识别机理,证实了联二萘胺和联二萘酚光学异构体的分离是焓驱动过程。The separation of optical isomers of 2,2＇-dihydroxy-1,1＇-binaphthyl（DHBN） and 2,2＇-diamino-1,1＇-binaphthyl（DABN） was studied by reversed-phase high performance liquid chromatography on a chiral stationary phase consisting of（S）-hydroxypropyl-β-cyclodextrin（Cyclobond I 2000 SP）using methanol/water as the mobile phase.The effects of mobile phase ratio,flow rate and column temperature on separation of optical isomers of DHBN and DABN were investigated.The experimental results showed that the optimal separation conditions of optical isomers of DABN and DHBN are as follows：CH3OH-H2O（30 ∶70,by volume） as mobile phase with a flow rate of 0.1 mL /min and 1 mL/min respectively,the column temperature of 25 ℃ and 20 ℃,respectively.Under the selected conditions,the separation degrees and separation factors of optical isomers were 2.33,1.26 for DABN,and 1.22,1.10 for DHBN,respectively.The chiral recognition mechanism of（S）-hydroxy propyl-β-cyclodextrin for DHBN and DABN was investigated by calculating thermodynamic parameters,which demonstrated that separation process of optical isomers of DHBN and DABN was enthalpy-driven process.

关 键 词：联二萘胺 联二萘酚 光学异构体 分离 手性固定相 环糊精 高效液相色谱 

分 类 号：O657.63[理学—分析化学]