Instantaneous low temperature gelation by a multicomponent organogelator liquid system based on ammonium salts.
A new synergistic multicomponent organogelator liquid system (MOGLS) was discovered during the standard protocol of tartaric acid-mediated racemic resolution of (+/-)- trans-1,2-diaminocyclohexane. The MOGLS is formed by a 0.126 M methanolic solution of (1 R,2 R)-(+)-1,2-diaminocyclohexane L-tartrate and 1 equiv of concentrated hydrochloric acid. Nonreversible gelation of oxygenated and nitrogenated solvents occurs efficiently at low temperature. Several features make this system unique: (1) it is a multicomponent solution where each of the five components is required for the organogelation property; (2) the multicomponent organogelator liquid system (MOGLS) is formed by simple, small, and commercially available chiral building blocks dissolved in a well-defined solvent system (MeOH/HCl/H2O); (3) the chiral building blocks are easily amenable for further modifications in structure-property relationship studies; (4) the gelation phenomenon takes place efficiently at low temperature upon warming up the isotropic solution, conversely to the typical gel preparation protocol (gel formation upon cooling down the isotropic solution); (5) the formed organic gels are not thermoreversible in spite of the noncovalent interactions that hold the 3D-fibrillar network together.
Instituto Universitario de Bio-Orgánica Antonio González, University of La Laguna, Astrofísico Francisco Sánchez 2, 38206 La Laguna, Tenerife, Spain.
Daniel
D
García Velázquez
David
D
Díaz Díaz
Angel
A
Gutiérrez Ravelo
José Juan
JJ
Marrero Tellado
D003514:Cyclohexylamines / Q000737:chemistry*; D005782:Gels / Q000737:chemistry*; D006851:Hydrochloric Acid / Q000737:chemistry; D000432:Methanol / Q000737:chemistry; D015394:Molecular Structure; D013644:Tartrates / Q000737:chemistry*; D013696:Temperature
D003514:Cyclohexylamines; D005782:Gels; D013644:Tartrates; C030435:1,2-cyclohexanediamine; D006851:Hydrochloric Acid; C029768:tartaric acid; D000432:Methanol