物理化学学报 >> 2008, Vol. 24 >> Issue (09): 1535-1539.doi: 10.1016/S1872-1508(08)60062-5

研究论文 上一篇    下一篇

溶剂和分子结构对席夫碱分子在有机凝胶中的荧光增强和超分子手性的影响

于微, 李远刚, 王天宇, 刘鸣华, 李占双   

  1. 哈尔滨工程大学材料科学与化学工程学院, 哈尔滨 150001; 中国科学院化学研究所, 北京分子科学国家实验室, 分子科学中心胶体与界面科学重点实验室, 北京 100190
  • 收稿日期:2008-04-15 修回日期:2008-05-19 发布日期:2008-09-10
  • 通讯作者: 王天宇; 刘鸣华 E-mail:liumh@iccas.ac.cn;twang@iccas.ac.cn

Effect of Solvent and Molecular Structure on the Enhanced Fluorescence and Supramolecular Chirality of Schiff Bases in Organogels

YU Wei, LI Yuan-Gang, WANG Tian-Yu, LIU Ming-Hua, LI Zhan-Shuang   

  1. School of Material Science and Chemical Engineering, Harbin Engineering University, Harbin 150001, P. R. China; CAS Key Laboratory of Colloid and Interface Science, Beijing National Laboratory for Molecular Science (BNLMS), Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
  • Received:2008-04-15 Revised:2008-05-19 Published:2008-09-10
  • Contact: WANG Tian-Yu; LIU Ming-Hua E-mail:liumh@iccas.ac.cn;twang@iccas.ac.cn

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摘要： 研究了在有机胶凝剂中掺杂的席夫碱化合物的结构和性质. 实验发现, 虽然席夫碱分子单独不能在有机溶剂中形成凝胶, 当其与一种胶凝剂N,N’-双十八烷基-L-Boc-谷氨酸混合时, 它们在二甲基亚砜或甲苯中形成透明的有机凝胶. 与相应的溶液相比, 观察到在有机凝胶中的荧光增强现象, 并且这一增强与席夫碱的结构有密切关系. 在二甲基亚砜的有机凝胶中, 观察到带有长烷基链的席夫碱具有诱导手性. 表明通过凝胶的形成, 胶凝剂的手性能传递到带有长链的席夫碱上.

关键词: 有机凝胶, 胶凝剂, 荧光, 手性, 掺杂, 席夫碱

Abstract: The structures and properties of some Schiff base compounds doped in organogels were investigated. It was found that although individual Schiff bases could not form organogels with organic solvents, they can gel by mixing with an organogelator, N,N’-bisoctadecyl-L-Boc-glutamic-diamide, which formed transparent organogels in dimethyl sulfoxide (DMSO) or toluene (Tol). The enhancement of doping Schiff bases fluorescence in the organogel was observed in comparison with that of the corresponding solution. Furthermore, in the DMSO organogel, the induced chirality was obtained fromthe doping Schiff base with long alkyl chain. In contrast, the Schiff bases without long alkyl chain could not formsupramolecular chiral assemblies in organogel. It was suggested that through gel formation the chirality of the gelator could be transferred to the Schiff base through hydrophobic interaction among the long alkyl chains.

Key words: Organogel, Gelator, Fluorescence, Chirality, Doping, Schiff base