L-lysine based gemini organogelators: their organogelation properties and thermally stable organogels.
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.
Suzuki
Masahiro
M
Graduate School of Science and Technology, Shinshu University, Ueda, Nagano 386-8567, Japan. msuzuki@giptc.shinshu-u.ac.jp
Nigawara
Tomomi
T
Yumoto
Mariko
M
Kimura
Mutsumi
M
Shirai
Hirofusa
H
Hanabusa
Kenji
K
D002625:Chemistry, Organic / Q000379:methods*; D003510:Cyclohexanes / Q000737:chemistry; D006860:Hydrogen Bonding; D008239:Lysine / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008854:Microscopy, Electron; D008956:Models, Chemical; D017550:Spectroscopy, Fourier Transform Infrared; D013696:Temperature
D003510:Cyclohexanes; D008239:Lysine