对硝基苯甲酸胆甾醇酯的合成及其分子自组装结构研究  

Synthesis and molecular self-organization of 4-nitro-benxoic acid cholesteryl ester

作　　者：谭晓平[1] 鞠秀萍[1] 武娜[1] 孔雷阳[1] 程晓红[1] 

机构地区：[1]教育部自然资源药物化学重点实验室,云南大学化学科学与工程学院,云南昆明650091

出　　处：《云南大学学报（自然科学版）》2012年第3期324-328,共5页Journal of Yunnan University(Natural Sciences Edition)

基　　金：国家自然科学基金资助项目(21074105;20973133);云南省自然科学基金资助项目(2010CD018)

摘　　要：从对-硝基苯甲酸与胆甾醇出发,采用DCC、DMAP酯化法一步合成了对硝基苯甲酸胆甾醇酯,产物结构经核磁、X射线衍射单晶结构测试得到证实;化合物的液晶行为采用偏光显微镜(POM),差示扫描量热仪(DSC)等手段进行了研究.研究表明,该化合物为具有胆甾相的液晶分子,建立了化合物形成胆甾相的分子组装模型,并分析了化合物从晶体结构到液晶相结构转变过程中分子自组装结构的变化过程.通过对比,讨论了苯环上的取代基对苯甲酸胆甾醇酯衍生物液晶性质的影响.Staring from 4-nitro-benzoic acid and cholesterol,via esterification under the catalyzed of DCC and DMAP,4-nitro-benzoic acid cholesteryl ester I was obtained in one step.Its mesogenic behavior was investigated by polarizing optical microscopy（POM）,differential scanning calorimetry（DSC）and X-ray scattering.Based on the results of the X-ray measurement of the single crystal structure and POM,DSC measurementsof mesophase behavior,target compound I showed the cholesteric mesophase,belonged to cholesteric liquid crystals.Molecular organization model in cholestic phase was established,and the realtionship for molecular packing in crytalline structure and in liquid crystalline struture was analyzed.By comparison,the influence of the substituents on the mesophas behavior of benzoic acid cholesteryl ester derivatives was discussed.

关 键 词：胆甾醇相 液晶 自组装结构 

分 类 号：O621.25[理学—有机化学] O753[理学—化学]