Robust organogels from nitrogen-containing derivatives of (R)-12-hydroxystearic acid as gelators : comparisons with gels from stearic acid derivatives
Thirteen members of a new class of low molecular-mass organogelators (LMOGs), amides, and amines based on (R)-12-hydroxystearic acid (HSA; i.e., (R)-12-hydroxyoctadecanoic acid) and the properties of their gels have been investigated by a variety of structural and thermal techniques. The abilities o...
| Publié dans: | Langmuir : the ACS journal of surfaces and colloids. - 1985. - 25(2009), 15 vom: 04. Aug., Seite 8615-25 |
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| Auteur principal: | |
| Autres auteurs: | , , |
| Format: | Article en ligne |
| Langue: | English |
| Publié: |
2009
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| Accès à la collection: | Langmuir : the ACS journal of surfaces and colloids |
| Sujets: | Journal Article |
| Résumé: | Thirteen members of a new class of low molecular-mass organogelators (LMOGs), amides, and amines based on (R)-12-hydroxystearic acid (HSA; i.e., (R)-12-hydroxyoctadecanoic acid) and the properties of their gels have been investigated by a variety of structural and thermal techniques. The abilities of these LMOGs, molecules with primary and secondary amide and amine groups and the ammonium carbamate salt of 1-aminooctadecan-12-ol, to gelate a wide range of organic liquids have been ascertained. Their gelating efficiencies are compared with those of HSA and the corresponding nitrogen-containing molecules derived from stearic acid (i.e., HSA that lacks a 12-hydroxyl group). Several of the HSA-derived molecules are exceedingly efficient LMOGs, with much less than 1 wt % being necessary to gelate several organic liquids at room temperature. Generally, the self-assembled fibrillar networks of the gels consist of spherulitic objects whose dimensions depend on the protocol employed to cool the precursor sol phases. X-ray studies indicate that the LMOG molecules are packed in lamellae within the fibers that constitute the spherulites. In addition, some of the organogels exhibit unusual thixotropic properties: they recover a large part of their viscoelasticity within seconds of being destroyed by excessive strain shearing. This recovery is at least an order of magnitude faster than for any other organogel with a crystalline fibrillar network reported to date. Correlations of these LMOG structures (as well as with those that lack a hydroxyl group along the n-alkyl chain, a headgroup at its end, or both) with the properties of their gels, coupled with the unusual theological properties of these systems, point to new directions for designing LMOGs and organogels |
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| Description: | Date Completed 19.01.2010 Date Revised 16.12.2009 published: Print Citation Status PubMed-not-MEDLINE |
| ISSN: | 1520-5827 |
| DOI: | 10.1021/la8042439 |