Formation and regulation of supramolecular chirality in organogel via addition of tartaric acid  

Formation and regulation of supramolecular chirality in organogel via addition of tartaric acid

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作  者:CAO XinHua ZHANG MingMing LIU KeYin MAO YueYuan LAN HaiChuang LIU Bin YI Tao 

机构地区:[1]Department of Chemistry,Fudan University,Shanghai 200433,China [2]College of Chemistry and Chemical Engineering,Xinyang Normal University,Xinyang 464000,China

出  处:《Chinese Science Bulletin》2012年第33期4272-4277,共6页

基  金:supported by the National Science Fund for Distinguished Young Scholars (21125104);the Major Research Plan of the National Natural Science Foundation of China (91022021);the National Basic Research Program of China (2009CB930400);the Program for Innovative Research Team in University (IRT1117);Shanghai Leading Academic Discipline Project (B108)

摘  要:A new 1,8-naphthalimide derivative was prepared in which the C-4 position was substituted by pyridin-4-ol.This derivative shows good gelation property that can gelate most of polar solvents.As an achiral molecule,helical fibre morphology was observed when the compound gelated acetone solvent.When 0.5 eq of D-tartaric acid or L-tartaric acid was added to the gel,the helical morphology was changed from left-handed to right-handed structure.This result was further proved by circular dichroism measurement.FT-IR experiment showed the formation of intermolecular H-bond between the gelator and tartaric acid.The photophysical properties of gelator had no difference before and after addition of tartaric acid;whereas the lamellar structure was varied by addition of tartaric acid.A new 1,8-naphthalimide derivative was prepared in which the C-4 position was substituted by pyridin-4-ol. This derivative shows good gelation property that can gelate most of polar solvents. As an achiral molecule, helical fibre morphology was ob- served when the compound gelated acetone solvent. When 0.5 eq of D-tartaric acid or L-tartaric acid was added to the gel, the helical morphology was changed from left-handed to right-handed structure. This result was further proved by circular dichroism measurement. FT-IR experiment showed the formation of intermolecular H-bond between the gelator and tartaric acid. The photophysical properties of gelator had no difference before and after addition of tartaric acid; whereas the lamellar structure was varied by addition of tartaric acid.

关 键 词:L-酒石酸 有机凝胶 分子手性 调控 胺衍生物 极性溶剂 纤维形态 非手性分子 

分 类 号:O621.2[理学—有机化学]

 

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