Suzuki Masahiro, Nigawara Tomomi, Yumoto Mariko, Kimura Mutsumi, Shirai Hirofusa, Hanabusa Kenji
Graduate School of Science and Technology, Shinshu University, Ueda, Nagano 386-8567, Japan.
Org Biomol Chem. 2003 Nov 21;1(22):4124-31. doi: 10.1039/b308371c.
Novel gemini organogelators based on L-lysine, in which two L-lysine derivatives are linked by different alkylene chain lengths through the amide bond, have been simply and effectively synthesized, and their organogelation abilities and thermal stabilities have been investigated. In a series of L-lysine ethyl ester derivatives, the organogelation abilities decreased with increasing alkylene spacer length. In particular, bis(N(epsilon)-lauroyl-L-lysine ethyl ester) oxalyl amide is a good organogelator that gels most organic solvents such as alcohols, cyclic ethers, aromatic solvents and acetonitrile. Various oxalyl amide derivatives with different alkyl ester groups such as hexyl, decyl, dodecyl, 2-ethyl-1-hexyl and 3,5,5-trimethylhexyl also showed good organogelation abilities. Furthermore, it was found that the cyclohexane gels formed by some oxalyl amide derivatives have a high thermal stability.
基于L-赖氨酸的新型双子型有机凝胶因子已被简单有效地合成出来，其中两个L-赖氨酸衍生物通过不同链长的亚烷基链经酰胺键相连，并且对它们的有机凝胶化能力和热稳定性进行了研究。在一系列L-赖氨酸乙酯衍生物中，有机凝胶化能力随着亚烷基间隔长度的增加而降低。特别地，双（N（ε）-月桂酰-L-赖氨酸乙酯）草酰胺是一种良好的有机凝胶因子，它能使大多数有机溶剂如醇类、环醚、芳香族溶剂和乙腈凝胶化。各种具有不同烷基酯基团（如己基、癸基、十二烷基、2-乙基-1-己基和3,5,5-三甲基己基）的草酰胺衍生物也表现出良好的有机凝胶化能力。此外，还发现一些草酰胺衍生物形成的环己烷凝胶具有很高的热稳定性。
