联萘酚在涂敷型淀粉衍生物手性固定相上拆分中的吸热保留及对映体洗脱顺序反转

在正相条件下,探讨了手性化合物联萘酚、联萘酚二醋酸酯、联萘酚二磺酸酯、二溴代联萘酚、氢化安息香以及萘普生在涂敷型淀粉衍生物手性固定相Lux Amylose-2上的拆分,考察了流动相中极性醇添加剂的种类及含量、柱温等对手性拆分及对映体洗脱顺序的影响。氢化安息香获得理想的拆分,分离度可达17.76;联萘酚二醋酸酯、联萘酚二磺酸酯和二溴代联萘酚得到基线或部分分离,分离度分别为3.43、2.56和1.47;萘普生未得到拆分。联萘酚拆分中观察到溶剂诱导及温度诱导对映异构体洗脱顺序反转的现象,R-联萘酚表现出少见的吸热保留特征。结合这些现象对手性识别机理进行了探讨。...

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Bibliographic Details
Published in分析化学 Vol. 41; no. 8; pp. 1209 - 1213
Main Author 张华 郭丹丽 邓毓文 姚碧霞 翁文
Format Journal Article
LanguageChinese
Published 漳州师范学院化学与环境科学系,漳州363000 2013
福建省现代分离分析科学与技术重点实验室,漳州363000
Subjects
对映体分离
手性固定相
洗脱顺序
液相色谱
淀粉
联萘酚
洗脱顺序
对映体分离
Column liquid chromatography
1,1 '-Bi-2-naphthol
Amylose
淀粉
联萘酚
Enantiomer separation
液相色谱
Chiral stationary phase
手性固定相
Elution order
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Summary:在正相条件下,探讨了手性化合物联萘酚、联萘酚二醋酸酯、联萘酚二磺酸酯、二溴代联萘酚、氢化安息香以及萘普生在涂敷型淀粉衍生物手性固定相Lux Amylose-2上的拆分,考察了流动相中极性醇添加剂的种类及含量、柱温等对手性拆分及对映体洗脱顺序的影响。氢化安息香获得理想的拆分,分离度可达17.76;联萘酚二醋酸酯、联萘酚二磺酸酯和二溴代联萘酚得到基线或部分分离,分离度分别为3.43、2.56和1.47;萘普生未得到拆分。联萘酚拆分中观察到溶剂诱导及温度诱导对映异构体洗脱顺序反转的现象,R-联萘酚表现出少见的吸热保留特征。结合这些现象对手性识别机理进行了探讨。
Bibliography:ZHANG Hua,GUO Dan-Li,DENG Yu-Wen,YAO Bi-Xia,WENG Wen （Department of Chemistry and Environmental Science,Zhangzhou Normal University,Zhangzhou 363000,China） 2（Fujian Provincial Key Laboratory of Modern Analytical Science and Separation Technology,Zhangzhou 363000,China）
22-1125/O6
Column liquid chromatography; Amylose; Chiral stationary phase; 1; 1′-Bi-2-naphthol; Elution order; Enantiomer separation
Several chiral compounds,including 1,1′-bi-2-naphthol（BINOL）,binaphthol diacetate,binaphthol disulfonate,dibromobinaphthol,hydrobenzoin and naproxen,were enantioseparated on a coated amylose-derived chiral stationary phase,Lux Amylose-2,in the normal-phase mode.The effects of column temperature and polar alcohol modifier in the mobile phase on the retention,enantioseparation and elution order were investigated.Hydrobenzoin achieved an excellent enantioseparation no matter which alcohol was used as polar modifier（resolution being 17.76）.Binaphthol diacetate,binaphthol disulfonate and dibromobinaphthol achieved baselin
ISSN:0253-3820
DOI:10.3724/SP.J.1096.2013.21237