14130-06-4Relevant articles and documents
Gelation properties of various long chain amidoamines: Prediction of solvent gelation via machine learning using Hansen solubility parameters
Adenier, Guillaume,Delbecq, Frederic,Kawai, Takeshi,Ogue, Yuki
, (2020)
Four new amphiphilic long chain amidoamine derivatives displaying different structure variations are synthesized and tested in 27 liquids and compared to the study of two similar molecules already reported in the literature. In many cases, these compounds can act as low molecular weight gelators to form a three-dimensional network in organic liquids or water, which can be confirmed by FE-SEM observations and rheology measurements. For each sample, XRD diffraction of the corresponding xerogel and FT-IR analysis of native supramolecular gels reveal that they can self-assemble into lamellar-like aggregates or in pseudo-cubic structures, depending on the alkyl chain length and the steric hindrance of the polar head. The number of amide bonds and their positions inside gelator structures are determinant for the nature of the packing. For each gelator, we perform a series of gelation tests in each of the solvents and show that Hansen parameters, which are known characteristics of each liquid, can be used to successfully predict their gelation properties via machine learning in the vast majority of liquids at a concentration of 4 wt%.
Synthesis, critical micelle concentrations, and antimycobacterial properties of homologous, dendritic amphiphiles. Probing intrinsic activity and the "cutoff" effect
Sugandhi, Eko W.,Macri, Richard V.,Williams, André A.,Kite, Brett L.,Slebodnick, Carla,Falkinham III, Joseph O.,Esker, Alan R.,Gandour, Richard D.
, p. 1645 - 1650 (2008/02/01)
Newkome-type, 1→3 C-branched dendrons make an excellent headgroup for amphiphiles with ultralong, saturated, linear alkyl chains. Synthesis of a homologous series of five such amphiphiles from 14 to 22 carbons- RNHCONHC(CH2CH2CO2H)3, R = n-C nH2n+1, n = 14, 16, 18, 20, 22-proceeds readily. These amphiphiles are soluble in aqueous solutions of triethanolamine. Surface-tension measurements on this homologous series reveal an unusually gradual decrease in log critical micelle concentration (CMC) as the chain length increases. In fact, the tetradecyl homologue does not appear to form micelles. Further, measurements of minimal inhibitory concentration (MIC) by broth microdilution against Mycobacterium smegmatis as a function of the initial cell density provide a direct measure of the intrinsic activity (MIC0) of each homologue. The hexadecyl homologue is the most active at inhibiting growth with an MIC0 equal to 3.5 × 10-5 M, which is 100-fold below the CMC.
