Vesicles and organogels from foldamers: A solvent-modulated self-assembling process

Vesicles and organogels from foldamers: A solvent-modulated self-assembling process
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来自折叠体的囊泡和有机凝胶:溶剂调制的自组装过程

DOI:
10.1021/ja801618p
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发表时间:
2008-06-04
影响因子:
15
通讯作者:
Li, Zhan-Ting
Li, Zhan-Ting
中科院分区:
化学1区
文献类型:
--
作者:
Cai, Wei;Wang, Gui-Tao;Li, Zhan-Ting

文献摘要

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非两亲性,氢键酰肼折叠体附加四个或六个长的灵活的链被揭示自发组装形成囊泡在甲醇和有机凝胶在脂肪烃。SEM、AFM、TEM、DLS和荧光显微镜都用于鉴定囊泡的结构。据推测,分子间π堆积的折叠框架和附加链中的酰胺单元的氢键诱导分子产生圆柱形聚集体。在极性甲醇中,由于疏水诱导的外围链的缠结,这些聚集体堆积在一起以产生单层囊泡,而在非极性烃中,外围链在堆叠的圆柱体中形成三维网络,从而使液体分子缠结。
Nonamphiphilic, hydrogen-bonded hydrazide foldamers appended with four or six long flexible chains were revealed to spontaneously assemble to form vesicles in methanol and organogels in aliphatic hydrocarbons. SEM, AFM, TEM, DLS, and fluorescence microscopy were all used to identify the structures of the vesicles. It was proposed that intermolecular pi stacking of the folded frameworks and hydrogen bonding of the amide units in the appended chains induced the molecules to produce cylindrical aggregates. In polar methanol, these aggregates packed together to generate one-layered vesicles owing to hydrophobically induced entanglement of the peripheral chains, while in nonpolar hydrocarbons, the peripheral chains entwined across stacked cylinders to form three-dimensional networks and thus immobilize the liquid molecules.