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新型二聚胆固醇衍生物及其智能触变凝胶。

Novel dimeric cholesteryl derivatives and their smart thixotropic gels.

机构信息

Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710062, China.

出版信息

Langmuir. 2011 Oct 4;27(19):12156-63. doi: 10.1021/la2022819. Epub 2011 Sep 13.

DOI:10.1021/la2022819
PMID:21866964
Abstract

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.

摘要

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。

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