Acid-responsive organogel mediated by arene-perfluoroarene and hydrogen bonding interactions
Acid-responsive organogel mediated by arene-perfluoroarene and hydrogen bonding interactions
复制标题
由芳烃-全氟芳烃和氢键相互作用介导的酸响应性有机凝胶
DOI：
10.1039/c2sm07281e
复制
发表时间：
2012-01-01
期刊：
影响因子：
3.4
通讯作者：
Ma, Yuguo
中科院分区：
文献类型：
--
作者：
Wu, Huixian;Ni, Ben-Bo;Ma, Yuguo
苯基和2,3,5,6-四氟苯环各自通过酰胺键带有三(正十二烷氧基)苄胺部分，通过亚胺键连接在一起，得到具有强大超分子自组装能力的非共价合成子(亚胺1)。在几种有机溶液中观察到凝胶化，其中纤维聚集体形态通过 SEM 和 AFM 可视化。 H-1 NMR 研究证明，芳烃-全氟芳烃堆积和酰胺-酰胺氢键相互作用是造成这种自组装行为的原因。酸催化的亚胺键水解强烈削弱了分子间相互作用，导致低分子量胶凝剂解离并引起酸介导的凝胶-溶胶转变。
A phenyl and a 2,3,5,6-tetrafluorophenyl ring, each bearing a tris(n-dodecyloxy) benzylamine moiety via an amide bond, were tethered together through an imine linkage to give a non-covalent synthon (imine 1) with a strong capacity of supramolecular self-assembly. Gelation was observed in several organic solutions, within which fibrous aggregate morphologies were visualized by SEM and AFM. Both arene-perfluoroarene stacking and amide-amide hydrogen bonding interactions were responsible for such self-assembly behaviours, as evidenced by H-1 NMR studies. Hydrolysis of the imine linkage catalyzed by acid strongly weakened the intermolecular interactions, resulting in dissociation of the low molecular weight gelator and giving rise to an acid-mediated gel-sol transition.