Institute of Complex Molecular Systems, Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology , P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.
J Am Chem Soc. 2014 Jan 8;136(1):336-43. doi: 10.1021/ja4104183. Epub 2013 Dec 19.
A set of chiral, amphiphilic, self-assembling discotic molecules based on the 3,3'-bis(acylamino)-2,2'-bipyridine-substituted benzene-1,3,5-tricarboxamide motif (BiPy-BTA) was prepared. Amphiphilicity was induced into the discotic molecules by an asymmetrical distribution of alkyl and oligo(ethylene oxide) groups in the periphery of the molecules. Small-angle X-ray scattering, cryogenic transmission electron microscopy, and circular dichroism spectroscopy measurements were performed on the discotic amphiphiles in mixtures of water and alcohol at temperatures between 0 °C an 90 °C. The combined results show that these amphiphilic discotic molecules self-assemble into supramolecular fibers consisting of either one or three discotic molecules in the fiber cross-section and that the presence of water induces the bundling of the supramolecular fibers. The rich phase behavior observed for these molecules proves to be intimately connected to the mixing thermodynamics of the water-alcohol mixtures.
我们制备了一组基于 3,3'-双（酰氨基）-2,2'-联吡啶取代的苯-1,3,5-三甲酰胺基（BiPy-BTA）的手性两亲性自组装盘状分子。通过分子外围烷基和聚（氧化乙烯）基团的不对称分布诱导盘状分子具有两亲性。在 0°C 至 90°C 的水和醇混合物中，对盘状两亲物进行了小角 X 射线散射、低温透射电子显微镜和圆二色性光谱测量。综合结果表明，这些两亲性盘状分子自组装成超分子纤维，在纤维横截面上由一个或三个盘状分子组成，并且水的存在诱导了超分子纤维的束集。这些分子观察到的丰富相行为与水-醇混合物的混合热力学密切相关。
