Glucamine-Based Gemini Surfactants I:Gemini Surfactants from Long-Chain N-Alkyl Glucamines and alpha,omega Diepoxides

摘要

N-Alkyl glucamines can be reacted with alpha,omega-diepoxides to yield gemini(dimeric)surfactants similarly to the reaction of glucamine with terminal epoxides.Under the conditions chosen for this work,epoxides were quantitatively converted in the presence of an equimolar amount of amine to gemini surfactants.Reactions could be carried out under mild conditions(70 deg methanol,and products were obtained quantitatively by removing the solvent.The combination of N-octyl glucamine,N-decyl glucamine,or N-dodecyl glucamine with diepoxides of alpha,omega-diolefins having chain lengths of C_8,C_9,C_10,or C_14 resulted in gemini surfactants differing in spacer length and length of hydrophobic alkyl chains.Surface-active properties were studied by measuring surface tension and evaluating foaming properties.Tensiometric studies showed the reduction of surface tension down to 29-33 mN/m and critical micelle concentrations often in the range of 3-150 mg/L.Comparison of a selected gemini surfactant [1,8-bis(N-dodecyl glucamino-2,7-octane diol] with its corresponding "single surfactant" demonstrated the enhancement of surface-active properties afforded by the gemini structure.