高等学校化学学报 ›› 2011, Vol. 32 ›› Issue (7): 1573.

• 研究论文 • 上一篇    下一篇

含顺反异构双胆固醇型小分子胶凝剂的合成与胶凝行为

张荷兰, 晏妮, 武思文, 蔡秀琴, 刘凯强, 房喻   

  1. 应用表面与胶体化学教育部重点实验室, 陕西师范大学化学与材料科学学院, 西安 710062
  • 收稿日期:2011-01-06 修回日期:2011-04-26 出版日期:2011-07-10 发布日期:2011-06-02
  • 通讯作者: 房喻 E-mail:yfang@snnu.edu.cn
  • 基金资助:

    国家自然科学基金(批准号: 20902055, 91027017)资助.

Preparation and Gelation Behavior Studies of Two Dimeric Cholesterol Based Low Molecular Mass Gelators Containing Different Stereoisomerisms

ZHANG He-Lan, YAN Ni, WU Si-Wen, CAI Xiu-Qin, LIU Kai-Qiang, FANG Yu*   

  1. Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry and Materials Science, Shaanxi Normal University, Xi'an 710062, China
  • Received:2011-01-06 Revised:2011-04-26 Online:2011-07-10 Published:2011-06-02
  • Contact: FANG Yu E-mail:yfang@snnu.edu.cn
  • Supported by:

    国家自然科学基金(批准号: 20902055, 91027017)资助.

摘要: 以甘氨酸为连接臂,以顺反丁烯二酸为功能基团设计合成了两种具有不同立体异构连接臂的A(LS)2型双胆固醇类小分子胶凝剂MA-C和FA-C. 考察了MA-C和FA-C对30种常见有机溶剂中的胶凝能力. 结果表明:MA-C和FA-C的胶凝能力及其所形成凝胶的性质依赖于胶凝剂分子的立体异构. 值得一提的是,MA-C能使CCl4室温胶凝,而且所形成凝胶具有良好的热稳定性和显著的剪切触变性. 更为有趣的是,此胶凝剂还能在水/CCl4混合体系中选择胶凝有机相. 显微分析表明,凝胶中胶凝剂的聚集体形貌不仅依赖于胶凝剂分子的立体异构,胶凝剂的浓度,而且也和胶凝剂分子与溶剂分子间的相互作用有关. 变温、变浓度1H NMR研究表明胶凝剂分子间的π-π堆积和氢键作用是凝胶形成的重要驱动力. 此外,根据XRD和其它实验结果提出了MA-C在CCl4中的可能堆积模型.

关键词: 超分子凝胶, 胆固醇, 顺丁烯二酸, 反丁烯二酸

Abstract: Two cholesterol-containing low molecular mass gelators (LMMGs) of A(LS)2 type with glycin in the linkers and butene diacid in the A part were prepared. Their gelation abilities were evaluated in 30 commonly found organic solvents. It was found that the change in the stereo-structure of the linker can produce a dramatic effect upon the gelation behaviors of the compounds. Interestingly, MA-C gels CCl4 spontaneously at room temperature, and the gel as formed exhibits good thermal stability and thixotropic property as revealed by rheological studies. More interestingly, MA-C shows phase- selective gelation of CCl4 from its mixture with water. SEM observation demonstrated that the morphologies of the aggregates of the gelators in the gels depend, but not only, on the structures of the gelators. The concentrations of the gelators, and even their interactions with the solvents also showed great effect upon the morphologies. Temperature and concentration dependent 1H NMR measurements revealed that inter-molecular hydrogen bonding and π-π stacking among the molecules of the gelators are important driving forces for the formation of the gels. XRD study revealed that MA-C assembled into a layered structure in its CCl4 gel.

Key words: Supramolecular gel, Cholesterol, Maleic acid, Fumaric acid

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