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通过格拉泽偶联相互作用对基于萘二甲酰亚胺的树枝状大分子凝胶因子进行结构可调谐,并具有定制的凝胶化溶剂极性和刺激响应特性。

Structural Tunability on Naphthalimide-Based Dendrimer Gelators via Glaser Coupling Interaction with Tailored Gelation Solvent Polarity and Stimuli-Responsive Properties.

作者信息

Ge Junqi, Guo Jiangbo, Yu Xudong, Li Yajuan, Ma Zichuan

机构信息

College of Chemistry and Material Science, Hebei Normal University, Shijiazhuang 050024, China.

College of Science and Hebei Research Center of Pharmaceutical and Chemical Engineering, Hebei University of Science and Technology, Shijiazhuang 050080, China.

出版信息

Langmuir. 2021 Mar 2;37(8):2677-2682. doi: 10.1021/acs.langmuir.0c03316. Epub 2021 Feb 18.

Abstract

To date, most of the low-molecular-weight gels are found serendipitously, and modification on known gelator structures via organic synthesis is an efficient methodology to prepare gel series. However, a simple, direct, and rational modification method for a known gelator is still a challenge. Herein, we employ Glaser coupling reaction to synthesize a novel dendrimer gelator BisDEC with the (ALS) structure, starting from terminal alkyne-based gelator DEC with the ALS structure. This structural change results in gels with distinct gelation solvents, mechanical properties, and stimuli-responsive abilities. The gelation abilities of DEC and BisDEC in nonpolar and polar solvents, respectively, have been examined and discussed by several experiments and Hansen constants. It is also shown that the BisDEC gel system shows intriguing self-healing, self-supporting, and grinding chromism properties.

摘要

迄今为止,大多数低分子量凝胶都是偶然发现的,通过有机合成对已知凝胶剂结构进行修饰是制备凝胶系列的有效方法。然而,对于已知凝胶剂而言,一种简单、直接且合理的修饰方法仍然是一项挑战。在此,我们采用格拉泽偶联反应,从具有ALS结构的末端炔基凝胶剂DEC出发,合成了一种具有(ALS)结构的新型树枝状凝胶剂BisDEC。这种结构变化导致凝胶具有不同的凝胶化溶剂、机械性能和刺激响应能力。通过多项实验和汉森常数分别研究并讨论了DEC和BisDEC在非极性和极性溶剂中的凝胶化能力。研究还表明,BisDEC凝胶体系具有有趣的自愈、自支撑和研磨变色特性。

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