Nε-十二酰基-L-赖氨酸甲酯盐酸盐的合成及溶液性质研究  

SYNTHESIS AND PHYSICOCHEMICAL PROPERTIES OF Nε-LARUOY-L-LYSINE METHYL ETHER HYDROCHLORIDE

作　　者：梁亚琴[1,2] 胡志勇[1] 曹端林[1] 梁栋[1] 

机构地区：[1]中北大学化工与环境学院,山西太原030051 [2]长治学院化学系,山西长治046011

出　　处：《精细石油化工》2014年第2期50-54,共5页Speciality Petrochemicals

基　　金：山西省科技攻关项目(20130313006-3);山西省高等学校科技创新项目(2013159);山西省研究生创新项目(20133016)

摘　　要：以Nε-十二酰基-L-赖氨酸、二氯亚砜和甲醇为原料合成了Nε-十二酰基-L-赖氨酸甲酯盐酸盐(LLM),并用IR、1 HNMR和ESI-MS对产品进行了结构表征。用表面张力法测定了LLM的临界胶束浓度(cmc)和临界胶束浓度下的最低表面张力(γcmc),考察了其在298,308,318和328K的胶束热力学行为;用稳态荧光法测定了LLM的cmc并考察其临界胶束聚集数[Nagg];用圆二色谱考察其在溶液中的立体构型。实验表明:298K时表面张力法和稳态荧光法测定的cmc分别为5.31和6.61mmol/L,γcmc为31.8mN/m-1,临界胶束聚集数[Nagg]为50;LLM胶束化过程为熵驱动过程,在cmc时LLM可形成手性超分子聚集体。Nε-laruoy-L-lysine methyl ether hydrochloride（LLM） was synthesized by using Nε-laruoyL-lysine,thionyl chloride and methanol.The chemical structure of the prepared compound was confirmed by 1 H NMR,ESI-MS and IR.The aggregation behaviors of LLM in water was investigated by surface tension and steady state fluorescene probe method,critical micelle concentrations （cmc） and surface tension at the cmc （γcmc） were calculated respectively by these measurements.Thermodynamics of micellization formation behavior was studied at temperatures of 298,308,318,328 K.Critical micellar aggregation number was determined by steady state fluorescene probe method.The solution structure of LLM was studied by circular dichroism spectra.Results showed that the values of its cmc were 5.31 and 6.61 mmol/L respectively by two methods,and the rcmc was 31.8 mN/m.Temperature change of the standard enthalpy of micellization shows the micellization process is enthopy-driven.Critical micellar aggregation number was 50.The CD spectra indicated the formation of chiral helical aggregates above the cmc.

关 键 词：N-酰基-L-赖氨酸甲酯盐酸盐 胶束热力学 胶束聚集数 圆二色谱 手性 

分 类 号：TQ426.6[化学工程]