Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710062, China.
Langmuir. 2011 Oct 4;27(19):12156-63. doi: 10.1021/la2022819. Epub 2011 Sep 13.
Three novel LS(2)-type dimeric-cholesteryl derivatives (1-3), where S is a steroidal residue and L stands for a linker connecting the two S residues and contains three benzene rings and two amide and two carbamate groups, were designed and prepared. The compounds can gel a wide variety of organic solvents via three different ways, including mixing at room temperature, a heating-cooling cycle, and ultrasound treatment. SEM measurements revealed that the structures and the concentrations of the gelators, the nature of the solvent, and the preparation method employed have a great effect on the morphologies of the gel networks. It was revealed that 1 is a supergelator for DMSO (cgc = 0.04% w/v) and that the 1/DMSO gel can be prepared via any of the three methods mentioned above. Furthermore, the gel possesses excellent mechanical strength and a very smart thixotropic property. FT-IR and temperature- and concentration-dependent (1)H NMR spectroscopy studies revealed that hydrogen bonding and π-π stacking among the molecules of 1 are two important driving forces for the physical gelation of DMSO. In addition, XRD analysis confirmed the layered packing structure of 1 in its DMSO gel.
三种新型 LS(2)-型二聚胆固醇衍生物(1-3)被设计和制备,其中 S 是甾体残基,L 代表连接两个 S 残基的连接物,包含三个苯环和两个酰胺和两个氨基甲酸酯基团。这些化合物可以通过三种不同的方式凝胶化各种有机溶剂,包括在室温下混合、加热-冷却循环和超声处理。SEM 测量表明,凝胶剂的结构和浓度、溶剂的性质以及所采用的制备方法对凝胶网络的形态有很大影响。结果表明,1 是 DMSO 的超凝胶剂(cgc = 0.04% w/v),并且可以通过上述三种方法中的任何一种制备 1/DMSO 凝胶。此外,该凝胶具有优异的机械强度和非常智能的触变性能。FT-IR 和温度及浓度依赖性(1)H NMR 光谱研究表明,氢键和分子间的π-π堆积是 1 凝胶化 DMSO 的两个重要驱动力。此外,XRD 分析证实了 1 在其 DMSO 凝胶中的层状堆积结构。