Six diamides were prepared from trans-(1R,2R)-1,2-diaminocyclohexane and the corresponding racemate and were subsequently used as gelators. Three chiral compounds and their racemates were prepared. One of the chiral compounds and its racemate contained two n-dodecanoylamino groups as the same substituents. The other two chiral compounds and their racemates contained different substituents: 10-undecenoylamino and 2-heptyl-undecanoylamino groups, and 5-hydroxypentanoylamino and 2-heptylundecanoylamino groups. Their gelation abilities were evaluated on the basis of the minimum gel concentration using eight solvents. The thermal stability and transparency of the gels were investigated by UV–vis spectroscopy using three-component mixed solvents of hexadecyl 2-ethylhexanoate, liquid paraffin, and decamethyl cyclopentasiloxane (66 combinations). The gel-to-sol phase-transition temperatures were also studied. The viscoelastic behavior of the gels was studied by rheology measurements in the strain sweep mode. Aggregates constructing three-dimensional networks were studied by transmission electron microscopy and circular dichroism spectroscopy. The molecular packing of the gels was evaluated by small angle X-ray scattering (SAXS).
六种二酰胺是由反式-(1R,2R)-
1,2-二氨基环己烷及相应的外消旋体制备而成,随后用于凝胶化剂。制备了三种手性化合物及其外消旋体。其中一种手性化合物及其外消旋体包含两个n-十二酰
氨基基团作为相同的取代基。其他两种手性化合物及其外消旋体则包含不同的取代基:10-十一烯酰
氨基和2-庚基-十二酰
氨基基团,以及
5-羟基戊酸酰
氨基和2-庚基-十二酰
氨基基团。根据使用八种溶剂的最低凝胶浓度评估其凝胶化能力。通过紫外-可见光谱法研究了凝胶的热稳定性和透明性,采用
十六烷基2-乙基
己酸酯、液体石蜡和十甲基环五
硅氧烷的三组分混合溶剂(66种组合)。还研究了凝胶到溶液的相变温度。通过流变学测量在应变扫描模式下研究了凝胶的粘弹性行为。通过透射电子显微镜和圆二色光谱法研究了构成三维网络的聚集体。通过小角X射线散射(
SAXS)评估了凝胶的分子 packing。