Abstract

Formation of nanofibers and nanovesicles in the self-assembled state of small amphiphilic molecules has applications in versatile fields such as tissue engineering, controlled delivery of drug molecules, etc. This paper demonstrated the self-aggregation behavior of three synthesized 6-acylamino nicotinic acid amphiphiles named 6-octanoylamino-nicotinic acid (OANA), 6-decanoylamino-nicotinic acid (DANA) and 6-dodecanoylamino-nicotinic acid (DDANA) in water and basic aqueous solution. The result showed that the amphiphiles successfully self-organize into vesicles and twisted ribbons in water. FT-IR study revealed existence of mixtures of handedness in the fibrous structures. CD spectroscopy and TEM study elucidated formation of chiral structures through aggregation. Results showed that DDANA forms thermoreversible hydrogel in aqueous solutions of NaOH and Na₂CO₃, whereas other two amphiphiles form hydrogel only in the presence of NaOH. Morphological investigation revealed that the hydrogel is formed due to self-assembly of fibrils of micron length. The elastic fibrillar networks are quite stable to external forces. Existence of bilayer columnar square packing arrangement in the self-assembled state was recognized by XRD measurement. Spectroscopy and theoretical studies established that hydrogen bonding interactions are responsible to self-assemble the amphiphilic molecules. The amphiphiles are efficient phase selective gelators of mineral oils in water–mineral oil mixtures and excellent remover of rhodamine 6G, eosin Y and rose bengal from water. The amphiphiles successfully create reproducible fiber mat applicable in tissue engineering field.

Graphic abstract

中文翻译：

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基于6-酰基氨基烟酸的水凝胶剂，适用于相选择胶凝，可复制的垫形成和有毒染料的去除

摘要

在两亲性小分子自组装状态下形成纳米纤维和纳米囊泡，在组织工程，药物分子的受控传递等广泛领域中都有应用。本文证明了三种合成的6-酰基氨基烟酸两亲性分子的自聚集行为分别在水和碱性水溶液中命名为6-辛酰基氨基氨基烟酸（OANA），6-癸酰基氨基烟酸（DANA）和6-十二烷酰基氨基烟酸（DDANA）。结果表明，两亲物在水中成功地自组织成囊泡和扭曲的带。FT-IR研究表明在纤维结构中存在惯用性混合物。CD光谱和TEM研究阐明了通过聚集形成手性结构。₂ CO ₃，而另外两个两亲物仅在NaOH存在下形成水凝胶。形态学研究表明水凝胶是由于微米长度的原纤维的自组装形成的。弹性原纤维网络对外力非常稳定。通过X射线衍射（XRD）测定确认了自组装状态下的双层柱状正方形堆积排列的存在。光谱学和理论研究表明，氢键相互作用是自组装两亲分子的原因。两亲物是水-矿物油混合物中矿物油的有效相选择胶凝剂，是出色的若丹明6G，曙红Y和玫瑰红从水中去除的极佳选择。两亲物成功地产生了可再生的纤维垫，适用于组织工程领域。

图形摘要