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通过一些带有芳香取代基头基的酰胺化合物实现的有机凝胶的自组装及药物释放能力

Self-Assembly and Drug Release Capacities of Organogels via Some Amide Compounds with Aromatic Substituent Headgroups.

作者信息

Zhang Lexin, Jiao Tifeng, Ma Kai, Xing Ruirui, Liu Yamei, Xiao Yong, Zhou Jingxin, Zhang Qingrui, Peng Qiuming

机构信息

Hebei Key Laboratory of Applied Chemistry, School of Environmental and Chemical Engineering, Yanshan University, Qinhuangdao 066004, China.

State Key Laboratory of Metastable Materials Science and Technology, Yanshan University, Qinhuangdao 066004, China.

出版信息

Materials (Basel). 2016 Jul 4;9(7):541. doi: 10.3390/ma9070541.

Abstract

In this work, some amide compounds with different aromatic substituent headgroups were synthesized and their gelation self-assembly behaviors in 22 solvents were characterized as new gelators. The obtained results indicated that the size of aromatic substituent headgroups in molecular skeletons in gelators showed crucial effect in the gel formation and self-assembly behavior of all compounds in the solvents used. Larger aromatic headgroups in molecular structures in the synthesized gelator molecules are helpful to form various gel nanostructures. Morphological investigations showed that the gelator molecules can self-assembly and stack into various organized aggregates with solvent change, such as wrinkle, belt, rod, and lamella-like structures. Spectral characterizations suggested that there existed various weak interactions including π-π stacking, hydrogen bonding, and hydrophobic forces due to aromatic substituent headgroups and alkyl substituent chains in molecular structures. In addition, the drug release capacities experiments demonstrated that the drug release rate in present obtained gels can be tuned by adjusting the concentrations of dye. The present work would open up enormous insight to design and investigate new kind of soft materials with designed molecular structures and tunable drug release performance.

摘要

在这项工作中,合成了一些具有不同芳香取代基头基的酰胺化合物,并将它们在22种溶剂中的凝胶化自组装行为表征为新型凝胶剂。所得结果表明,凝胶剂分子骨架中芳香取代基头基的大小对所用溶剂中所有化合物的凝胶形成和自组装行为具有关键影响。合成的凝胶剂分子结构中较大的芳香头基有助于形成各种凝胶纳米结构。形态学研究表明,随着溶剂的变化,凝胶剂分子可以自组装并堆积成各种有组织的聚集体,如皱纹状、带状、棒状和片状结构。光谱表征表明,由于分子结构中的芳香取代基头基和烷基取代基链,存在各种弱相互作用,包括π-π堆积、氢键和疏水作用。此外,药物释放能力实验表明,通过调节染料浓度可以调节目前所得凝胶中的药物释放速率。目前的工作将为设计和研究具有设计分子结构和可调药物释放性能的新型软材料提供巨大的见解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/73f1/5456928/d74bdc9ae6c9/materials-09-00541-g001.jpg

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